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Preparation, Reactivity, And Synthetic Utility Of Simple Benzotriazole Derivatives

Romaric Gérardy, Jean-Christophe M. Monbaliu
Published 2015 · Chemistry

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The benzotriazole fragment is known to behave as (1) an excellent leaving group, (2) an electron-donating or an electron-withdrawing group, (3) an anion precursor, and (4) a radical precursor. It confers unique physicochemical properties to its immediate vicinity on various molecular scaffolds. This review covers the preparation and synthetic utility of versatile benzotriazole derivatives. The selected compounds are conveniently prepared from 1H-benzotriazole and are characterized by a huge synthetic potential. Their specific reactivity is discussed and illustrated with various examples ranging from methodology in organic chemistry to the total synthesis of complex structures.
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N-sulfonylbenzotriazoles as advantageous reagents for C-sulfonylation.
A. Katritzky (2005)
10.1055/S-2004-829127
Synthesis of Mono- and N,N-Disubstituted Thioureas and N-Acylthioureas
A. R. Katritzky (2004)
10.1039/B300798G
A prototype solid phase synthesis of pteridines and related heterocyclic compounds.
C. Gibson (2003)
10.1016/S0040-4020(00)00021-1
A New Approach to Dihydrobenzofurans and Dihydrobenzopyrans (Chromans) Based on the Intramolecular Trapping by Alcohols of Benzynes Generated from 7-Substituted-1-aminobenzotriazoles
M. Birkett (2000)
10.1021/JO981252+
A Convenient and Highly Regioselective One-Pot Synthesis of Quinolines by Addition of a Vilsmeier-Type Reagent to N-Arylimines
A. R. Katritzky (1998)
10.1021/JO981457I
Cycloaddition of Heteroatom-Substituted 2-Azaallyl Anions with Alkenes. Synthesis of 1-Pyrrolines and Bridged Azabicyclic Compounds
W. Pearson (1998)
10.1002/jhet.5570320238
Synthesis of 1‐(benzotriazol‐1‐yl)alkyldiphenylphosphine oxides and their transformations to novel benzotriazol‐1‐yl‐substituted cyclopropanes
Alan Roy Katritzky (1995)
10.1039/b308088a
Nitrenium ions. Reactions of N,N-dimethyl-p-benzoyloxyanilineiminium chloride with indoles and indolizines. X-ray structure of unexpected [2-chloro-4-(4-dimethylaminophenyl-ONN-azoxy)phenylldimethylamine (azoxy derivative).
L. Greci (2003)
10.1016/S0040-4020(02)00754-8
Synthesis of 2,4-, 3,4- and 2,3,4-substituted pyrrolidines by cyclization of neutral C-centered α-aminoalkyl radicals
F. Bustos (2002)
10.1021/OL051452P
Stereoselective functionalization of cyclopropane derivatives using bromine/magnesium and sulfoxide/magnesium exchange reactions.
F. Kopp (2005)
10.1016/J.TET.2010.02.077
One-pot synthesis of unsymmetrical disulfides using 1-chlorobenzotriazole as oxidant: Interception of the sulfenyl chloride intermediate
Nashia Stellenboom (2010)
10.1021/jo3021049
Synthesis of glycoconjugate benzothiazoles via cleavage of benzotriazole ring.
Dhananjay Kumar (2013)
10.1039/c3ob27261c
Cationic lipophosphoramidates with two disulfide motifs: synthesis, behaviour in reductive media and gene transfection activity.
Aurore Fraix (2013)
10.1016/S0022-328X(01)01084-1
Synthesis and structure of [(C5H5)Fe(C5H4PS2OCH2C6H4N3)]−, a new phosphonodithioate derivative, and its coordination chemistry with rhodium(I) and nickel(II)
C. Thomas (2001)
10.3998/ARK.5550190.0004.706
Enantioselective intramolecular 1,3-dipolar cycloadditions of diazocarbonyl-derived oxidopyryliums
D. Hodgson (2003)
10.1021/JO034187Z
Regiospecific C-acylation of pyrroles and indoles using N-acylbenzotriazoles.
A. Katritzky (2003)
10.1021/JO990181R
PALLADIUM-CATALYZED REACTIONS OF N-ALLYLBENZOTRIAZOLES WITH AMINES : INTRAMOLECULAR ALLYLAMINATION ROUTES TO 2-VINYLPYRROLIDINES AND 2-VINYLPIPERIDINE S
A. R. Katritzky (1999)
10.1021/JO981823Y
A Novel Synthesis of Alkyl, Aryl, Alkenyl, and Alkynyl 1,6-Diketones.
A. Katritzky (1999)
10.1021/OM990421T
Novel 4-(Trimethylsilyl)aminoalkanes and 4-(Trimethylsilyl)aminoalk-2-enes, via a 1,5-Hydride Shift, in the Reaction of α-Unsaturated Silanes with Aminomethylbenzotriazoles
C. Churlaud (1999)
10.1021/JO990313G
A Simple and Versatile Route to Novel Conjugated β-Enaminonitriles and Their Application for the Highly Regioselective Synthesis of Nicotinonitriles Using a Vilsmeier-Type Reagent
A. R. Katritzky (1999)
10.1016/S0223-5234(02)01411-3
Synthesis and antiproliferative activity of 3-aryl-2-(1H-benzotriazol-1-yl)acrylonitriles. Part III.
A. Carta (2002)
10.1021/JO026400H
Lithiation of 1-chloromethylbenzotriazole: generation and elaboration of benzotriazolyloxiranes.
A. Katritzky (2003)
10.1021/jo300974j
Synthesis and profiling of a diverse collection of azetidine-based scaffolds for the development of CNS-focused lead-like libraries.
Jason T. Lowe (2012)
10.1016/J.JORGANCHEM.2005.11.050
Consecutive disilanylsilylene to silyldisilene rearrangements
T. Sanji (2006)
10.1055/s-1995-4845
A Novel Convenient One-pot Synthesis of N-Mono- and N,N-Di-Substituted Thioamides Mediated by 1-Trifluoromethylsulfonylbenzotriazole
A. R. Katritzky (1995)
10.1039/B516606C
Synthesis and chemistry of enantiomerically pure 10,11-dihydrodibenzo[b,f]thiepines.
P. Wyatt (2006)
10.1021/ja3111626
Access to the akuammiline family of alkaloids: total synthesis of (+)-scholarisine A.
Gregory L. Adams (2013)
10.1021/JO701608P
One-pot synthesis of acyclic nucleosides from carbohydrate derivatives, by combination of tandem and sequential reactions.
A. Boto (2007)
10.1021/jo00056a006
Additions of 1-(aminomethyl)benzotriazoles to enamines, enamides, and vinyl ethers: novel routes to 1,3-diamines and tetrahydroquinolines
A. R. Katritzky (1993)
10.1055/s-1993-25837
A Convenient Synthesis of N -(a-Alkoxyalkyl)- and N -[a-(Alkylthio)alkyl]amines
A. Katritzky (1993)
10.1021/jo00118a015
Generalization of the Benzotriazole-Mediated Introduction of N-Substituents into Amides
A. R. Katritzky (1995)
10.1039/P19870000791
The chemistry of N-substituted benzotriazoles. Part 2. Reactions of benzotriazole with aldehydes and aldehyde derivatives. 1-(α-Hydroxyalkyl)-, 1-(α-alkoxyalkyl)-, and 1-(α-acyloxyalkyl)benzotriazoles
A. R. Katritzky (1987)
10.1039/P19910003295
A novel synthetic approach to ethers
A. Katritzky (1991)
10.1021/cr100048w
Peptide coupling reagents, more than a letter soup.
A. El-faham (2011)
10.1055/S-1998-1883
A General Synthesis of 1-(Dialkylaminomethyl)indoles
B. Love (1998)
10.1021/CR941170V
Properties and Synthetic Utility of N-Substituted Benzotriazoles.
A. Katritzky (1998)
10.1055/s-1990-26873
Benzotriazole mediated synthesis of methylenebisanilines
A. Katritzky (1990)
10.1002/ANIE.200501579
Stereoselective synthesis of highly substituted cyclopentenones through [4+1] annulations of trialkylsilyl vinyl ketenes with alpha-benzotriazolyl organolithium compounds.
C. Davie (2005)
10.1007/s11164-012-0755-y
Synthesis and photoluminescent properties of 7-N,N-diphenylamino-3- benzoheterocyclic coumarin derivatives
Tianzhi Yu (2012)
10.1080/00397919408013820
1-Phenylsulfonylbenzotriazole: A Novel and Convenient Reagent for the Preparation of Benzenesulfonamides and Aryl Benzenesulfonates
A. R. Katritzky (1994)
10.3987/COM-94-S14
IMIDOYLBENZOTRIAZOLES - STABLE ALTERNATIVES TO IMIDOYL CHLORIDES
A. R. Katritzky (1995)
10.1039/J39690001474
1-Chlorobenzotriazole: a new oxidant
C. W. Rees (1969)
10.1016/J.BMCL.2006.02.038
Docking studies and development of novel 5-heteroarylamino-2,4-diamino-8-chloropyrimido-[4,5-b]quinolines as potential antimalarials.
A. Joshi (2006)
10.1039/B905878H
Highly selective N-Alkylation of amines promoted on silica: An efficient and recyclable surface
B. Basu (2009)
10.1021/JO049274L
Preparation of β-Keto Esters and β-Diketones by C-Acylation/Deacetylation of Acetoacetic Esters and Acetonyl Ketones with 1-Acylbenzotriazoles
A. R. Katritzky (2004)
10.1002/ANIE.200390151
One century of aryne chemistry.
H. H. Wenk (2003)
10.1021/JO9814750
A NEW METHOD OF SYNTHESIS FOR PROPARGYLIC AMINES AND ETHERS VIA BENZOTRIAZOLE DERIVATIVES USING SODIUM DIALKYNYLDIETHYLALUMINATES
Jin Hee Ahn (1999)
10.1021/JO980082Y
2-Benzotriazolylaziridines and Their Reactions with Diethyl Acetylenedicarboxylate
A. R. Katritzky (1999)
10.1016/S0040-4039(00)94419-8
Novel hexa- and pentacoordinate sulfur compounds: Dichlorodiazapersulfurane and its persulfonium salt from 1,11-(methanoaminomethano)-5H,7H-dibenzo[b,g] [1,5]thiazocine
H. Fujihara (1990)
10.1016/S0022-328X(00)86717-0
Etude dans la serie des organosilylazoles : II. Reaction d'addition nucleophile sur les derives carbonyles
J. Gasparini (1981)
10.1021/JO035680D
1-(Alkyl/arylthiocarbamoyl)benzotriazoles as stable isothiocyanate equivalents: synthesis of Di- and trisubstituted thioureas.
A. Katritzky (2004)
10.1055/S-2002-33636
Synthesis of N-substituted thiazolidines and dihydrobenzothiazoles
A. R. Katritzky (2002)
10.1021/JO010278P
Novel syntheses of 2,3-disubstituted benzofurans.
A. Katritzky (2001)
10.1021/jo100763f
Preparation of functionalized cyclic enol phosphates by halogen-magnesium exchange and directed deprotonation reactions.
Fabian M. Piller (2010)
10.1016/j.ejmech.2010.04.040
Chemistry around imidazopyrazine and ibuprofen: discovery of novel fatty acid amide hydrolase (FAAH) inhibitors.
Frédéric De Wael (2010)
10.1016/S0040-4020(01)87080-0
Benzotriazole : a novel synthetic auxiliary
A. Katritzky (1991)
10.1248/cpb.39.1990
Research for new antichagasic drugs.
B. Mester (1991)
10.3998/ark.5550190.0004.607
Syntheses of 3-hydroxymethyl-2,3-dihydrobenzofurans and 3- hydroxymethylbenzofurans
Alan Roy Katritzky (2003)
10.1016/J.TETLET.2014.07.057
New benzotriazole-based reagents for the phosphonylation of various N-, O-, and S-nucleophiles
Deepak S. Panmand (2014)
10.1021/ja211840k
Total synthesis of (+)-scholarisine A.
Gregory L. Adams (2012)
10.1021/JO001080S
Synthesis of 8-methoxy-1-methyl-1H-benzo[de][1,6]naphthyridin-9-ol (Isoaaptamine) and analogues.
A. J. Walz (2000)
10.1021/JO0006268
Palladium-catalyzed reactions of N-allylbenzotriazoles with amines and sulfonamides: A facile route to functionalized allylamines and N-allylsulfonamides
M. Katritzky (2000)
10.1021/JO980200H
Palladium-Catalyzed Reaction of N-Allylbenzotriazoles with Amines: A Novel Method for the Preparation of Allylamines
A. R. Katritzky (1998)
10.1002/EJOC.201000997
One-Pot Conversion of Proline Derivatives into Iodinated Iminosugar-Based Nucleosides, Useful Precursors of Highly Functionalized Nucleoside Analogues
Alicia Boto (2010)
10.1055/S-0029-1219393
Synthesis of thioureido-linked peptidomimetics, glycosylated amino acids, and neoglycoconjugates using bis(benzotriazolyl)methanethione as thioacylating agent
Vommina Venkata Sureshbabu (2010)
10.1080/00397919608004638
Synthesis of α-Benzotriazole Selenides and Tellurides Promoted by Samarium Diiodide
J. Zhou (1996)
10.1039/c4cc01683a
A radical thia-Brook rearrangement.
Béatrice Quiclet-Sire (2014)
10.1016/S0040-4020(01)90453-3
Benzotriazole-assisted β-lithiation of vinyl ethers
A. Katritzky (1994)
10.1021/JO970672G
Efficient Syntheses of 2-Functionalized Thiophenes, Cyclopent[b]thiophenes, and Polysubstituted Benzo[b]thiophenes from 2-(Benzotriazol-1-ylmethyl)thiophenes
A. R. Katritzky (1997)
10.3987/COM-93-S5
1-Alkoxymethyl- and 1-alkylthiomethyl-4-dimethylaminopyridinium chlorides
Pernak Juliusz (1994)
10.1135/cccc2009015
CONVENIENT ONE-POT SYNTHESIS OF 5-(SUBSTITUTED AMINO)-1,2,3,4-THIATRIAZOLES
Alan R. Katritzky (2009)
10.1016/0277-5387(96)00134-9
Bis(benzotriazol-1-yl) methylimine as a novel cyanating agent for labile β-diketonates
S. Thambidurai (1996)
10.1055/s-1990-26974
A Novel Synthesis of Acyclic N-(α-Hydroxybenzyl)benzamides
A. R. Katritzky (1990)
10.1002/poc.610061007
Studies on the thermal decarboxylation of 1‐alkoxycarbonylbenzotriazoles
A. R. Katritzky (1993)
10.1021/jo962247d
N -(a-Aminoalkyl)benzotriazoles: Novel Nonstabilized a-Aminocarbanion Synthons
A. Katritzky (1997)
10.1002/EJOC.201000360
One-Pot Synthesis of Azanucleosides from Proline Derivatives -Stereoselectivity in Sequential Processes
A. Boto (2010)
10.1021/JO035028I
Efficient synthesis of polysubstituted acylguanidines and guanylureas.
A. Katritzky (2004)
10.3998/ARK.5550190.0004.E12
The preparation of N-acylbenzotriazoles from aldehydes
A. Katritzky (2003)
10.1002/EJOC.200500237
New Unsymmetrical Zinc‐Phthalocyanine Conjugated with One Azo‐Dye Moiety: Synthesis via Opening the Fused Triazole Ring and Spectral Properties
X. À. Micó (2005)
10.1021/JO0705723
Synthesis of o-sulfamidotriazobenzenes from 1,1'-sulfonylbis(benzotriazole).
A. Katritzky (2007)
10.1002/EJOC.201201262
A Straightforward Route to Homoallyl‐Homocrotylamines Promoted by a Titanium Complex
Stéphanie Toulot (2013)
10.1021/jo962291t
A NOVEL TRANSFORMATION OF ESTERS TO ALKYNES WITH 1-SUBSTITUTED BENZOTRIAZOLES
A. R. Katritzky (1997)
10.3987/COM-94-6918
Lithiation of N-Substituted Benzotriazoles
A. R. Katritzky (1995)
10.1002/cber.19901230536
N-[(2-Naphthyloxy)methyl] benzazoles: Synthesis and Investigation by X-ray Analysis and by Semiempirical MO Calculations
A. Katritzky (1990)
10.1016/S0040-4020(01)90589-7
The photochemistry of 1-alkenylbenzotriazoles : Methodology for the synthesis of indoles
P. Wender (1986)
10.1023/A:1015331023769
Novel Syntheses of 2,3-Disubstituted Benzothiophenes
A. R. Katritzky (2002)
10.1021/OL070145B
Anionic, in situ generation of formaldehyde: a very useful and versatile tool in synthesis.
Geoffrey Deguest (2007)
10.1016/J.BMC.2007.01.033
Design and synthesis of long-acting inhibitors of dipeptidyl peptidase IV.
T. Kondo (2007)
10.1002/anie.201406815
Total synthesis of myceliothermophins C, D, and E.
K. Nicolaou (2014)
10.1111/cbdd.12134
Synthesis and Antimalarial Bioassay of Quinine – Peptide Conjugates
S. Panda (2013)
10.1016/S0223-5234(00)00144-6
Synthesis and antitubercular activity of 3-aryl substituted-2-[1H(2H)benzotriazol-1(2)-yl]acrylonitriles.
P. Sanna (2000)
10.1016/j.bmc.2008.10.088
Design and synthesis of novel dihydroquinoline-3-carboxylic acids as HIV-1 integrase inhibitors.
M. Sechi (2009)
10.1002/CHIN.201441274
Aminoacyl Benzotriazolides: Versatile Reagents for the Preparation of Peptides and Their Mimetics and Conjugates.
Siva S Panda (2013)
10.3987/COM-93-S(B)1
1-Chlorobenzotriazole-mediated Ring Closure of 1,3,5-Triarylformazans: Improved Syntheses of 2,3,5-Triaryl-2H-tetrazolium Salts
A. R. Katritzky (1994)
10.1021/jo00105a003
1-(Trimethylsilyl)benzotriazole-Assisted Addition of Grignard Reagents to Imines: A Versatile Approach to Aliphatic Secondary Amines
A. R. Katritzky (1994)
10.1002/chem.200902259
Symmetrization of cationic hydrogen bridges of protonated sponges induced by solvent and counteranion interactions as revealed by NMR spectroscopy.
M. Pietrzak (2010)
10.1021/jo801968p
Enantioselective organocatalytic approach to the synthesis of alpha,alpha-disubstituted cyanosulfones.
M Belén Cid (2009)
10.1039/c2ob26439k
Quinine bis-conjugates with quinolone antibiotics and peptides: synthesis and antimalarial bioassay.
S. Panda (2012)
10.1016/J.TET.2008.04.054
Features and applications of reactions of α,β-unsaturated N-acylbenzotriazoles with amino compounds
X. Wang (2008)
10.1021/jo960841h
General and Efficient Insertions of Carbons Carrying Aryl and Heteroaryl Groups: Synthesis of alpha-Aryl- and alpha-Heteroaryl-Substituted Ketones.
A. Katritzky (1996)
10.1002/JHET.5570390116
Studies on pyrrolidinones: Some attempts to improve the synthesis of methyl n-(3,4,4′,5-tetramethoxybenzhydryl)pyroglutamate (hei 81) by using n-acyl iminium salts methodologies
A. Bourry (2002)
10.1002/1522-2675(200210)85:10<3489::AID-HLCA3489>3.0.CO;2-6
Chemistry of N,N‐Bis(silyloxy)enamines, Part 5
Alexey V. Lesiv (2002)
10.1021/jo00146a015
New aspects in the chlorination of indoles with 1-chlorobenzotriazole and 1-chloroisatin
C. Berti (1982)
10.1039/P19920001111
Mannich/Friedel–Crafts preparations of 1-(arylmethyl)benzotriazoles and synthetic transformations of their lithio derivatives
A. Katritzky (1992)
10.1002/hc.520010104
The Chemistry of N-substituted benzotriazoles. Part 22 [1]: Transformations of 1-(trimethylsilylmethyl)benzotriazole
A. Katritzky (1990)
10.1002/jhet.5570260614
Benzotriazol‐1‐ylmethylammonium salts synthesis and reactivity
A. R. Katritzky (1989)
10.1016/S0968-0896(03)00397-3
Synthesis of daidzin analogues as potential agents for alcohol abuse.
Guang-Yao Gao (2003)
10.1080/03086648508077669
REACTION OF N-HALOSULFOXIMINES WITH DISULFIDES
T. Akasaka (1985)
10.1021/JO970561H
BENZOTRIAZOLE-ASSISTED PREPARATIONS OF 2-(SUBSTITUTED AMINO)PYRIDINES AND PYRID-2-ONES
A. R. Katritzky (1997)
10.1021/JO070545C
C-aminoimidoylation and C-thiocarbamoylation of esters, sulfones, and ketones.
A. Katritzky (2007)
10.1021/JO0017640
One-carbon homologation of carboxylic acids via BtCH(2)TMS: a safe alternative to the Arndt--Eistert reaction.
A. Katritzky (2001)
10.1021/jo00378a002
Acid-catalyzed intermolecular rearrangement of N-chlorocarbazole
M. Rosa (1987)
10.1055/S-0032-1317693
An Efficient Access to Aspermytin A and Oblongolide C through an Intramolecular Nitrile Oxide–Alkene [3+2] Cycloaddition
Atsushi Inoue (2012)
10.1016/J.TETLET.2010.07.176
A high-yielding, one-pot preparation of unsymmetrical glycosyl disulfides using 1-chlorobenzotriazole as an in situ trapping/oxidizing agent
Nashia Stellenboom (2010)
10.1002/jhet.5570330418
SYNTHESES AND TRANSFORMATIONS OF SUBSTITUTED BENZAZOLYL- AND TETRAZOLYL(BENZOTRIAZOL-1-YL)METHANES
A. R. Katritzky (1996)
10.1021/ol203105c
Fluorescent coumarin thiols measure biological redox couples.
Khalilah G. Reddie (2012)
10.1021/JO991807G
Direct and efficient synthesis of dimethylformamidrazones using bentriazole Vilsmeier reagent
M. Katritzky (2000)
10.1039/c0ob00671h
Syntheses and reactivities of non-symmetrical "active ester" bi-dentate cross-linking reagents having a phthalimidoyl and acid chloride, 2-benzothiazole, or 1-benzotriazole group.
Md. Chanmiya Sheikh (2011)
10.1080/00397919808004912
Synthesis of α-Benzotriazole Sulfides Promoted by Samarium Diiodide
G. Lu (1998)
10.1021/JO0011585
Novel access to thioacylsilanes with benzotriazole-mediated methodology
Degl'Innocenti (2000)
10.1039/B403041A
A centred, elongated "ferric tetrahedron" with an S= 15/2 spin ground state.
James Tabernor (2004)
10.1021/ja8012819
Total synthesis of chlorofusin, its seven chromophore diastereomers, and key partial structures.
R. C. Clark (2008)
10.1002/ADSC.201200583
2‐(1‐Benzotriazolyl)pyridine: A Robust Bidentate Ligand for the Palladium‐Catalyzed CC (Suzuki, Heck, Fujiwara–Moritani, Sonogashira), CN and CS Coupling Reactions
A. Verma (2013)
10.1080/00397919308011150
(Benzotriazol-1-yl)methoxymethyl Anion: A Novel Methylal Anion Equivalent
A. R. Katritzky (1993)
10.1002/cber.19911240818
o‐(α‐Benzotriazolylalkyl)phenols: Versatile Intermediates for the Synthesis of Substituted Phenols
A. R. Katritzky (1991)
10.1021/JM020218R
The effect of exchanging various substituents at the 2-position of 2-methoxyestradiol on cytotoxicity in human cancer cell cultures and inhibition of tubulin polymerization.
M. Cushman (2002)
10.1021/CC010065D
Versatile solid-phase synthesis of s-arylisothioureas.
A. Katritzky (2002)
10.1039/C4RA01390E
Construction of chiral quaternary carbon center via catalytic asymmetric aza-Henry reaction with α-substituted nitroacetates
M. Li (2014)
10.1002/anie.201201572
Direct electrophilic N-trifluoromethylation of azoles by a hypervalent iodine reagent.
Katrin Niedermann (2012)
10.1021/jo00118a014
Reactions of N-Alkyl-N-phenyl-1H-benzotriazole-1-methanamines with N-Vinylamides and N-Vinylcarbazole. A Convenient Synthesis of 4-(Dialkylamino)tetrahydroquinolines
A. R. Katritzky (1995)
10.1021/JO000792F
N-Acylbenzotriazoles: neutral acylating reagents for the preparation of primary, secondary, and tertiary amides
M. Katritzky (2000)
10.1021/JO0006526
Di(benzotriazol-1-yl)methanimine: a new reagent for the synthesis of tri- and tetrasubstituted guanidines.
A. Katritzky (2000)
10.1016/J.TET.2008.10.003
A Torquoselective Extrusion of Isoxazoline N-Oxides. Application to the Synthesis of Aryl Vinyl and Divinyl Ketones for Nazarov Cyclization.
Daniel P. Canterbury (2009)
10.1021/OM000471U
Studies of Photochemical Reactions of 7,8-Digermabicyclo[2.2.2]octadienes by Steady-State and Laser Flash Photolysis Techniques
K. Mochida, (2000)
10.1021/jo4024107
Synthesis of 2-N/S/C-substituted benzothiazoles via intramolecular cyclative cleavage of benzotriazole ring.
Dhananjay Kumar (2014)
10.1021/ja400473v
Modular access to complex prodiginines: total synthesis of (+)-roseophilin via its 2-azafulvene prototropisomer.
James H Frederich (2013)
10.1021/jo00097a023
Additions of 1-(.alpha.-Aminoalkyl)benzotriazoles to N-Vinylamines and N-Vinylamides. A Novel and Versatile Method for the Preparation of Unsymmetrically Substituted 1,3-Diamines
A. R. Katritzky (1994)
10.1039/J39690000752
Reactive intermediates. Part III. Oxidation of 1-aminobenzotriazole with oxidants other than lead tetra-acetate
C. Campbell (1969)
10.1021/jo00290a025
Benzyne-oxazole cycloadducts : isolation and retro-Diels-Alder reactions
S. Whitney (1990)
10.1021/ja01135a044
Proof of Structures Derived from the Hydroxy- and Amino-methylation of Benzotriazole
J. Burckhalter (1952)
10.1016/0040-4039(95)01080-2
A versatile one-pot procedure for the insertion of a 3-substituent into 2-cycloalkenones
A. R. Katritzky (1995)
10.1080/00397919508011388
A Versatile Synthesis of 3-Substituted Indoles
A. R. Katritzky (1995)
10.1021/ic00320a017
Triazaboles and Related Triazole Derivatives of Boron
K. Niedenzu (1989)
10.1016/j.bmcl.2012.06.084
Discovery of 1-[4-(N-benzylamino)phenyl]-3-phenylurea derivatives as non-peptidic selective SUMO-sentrin specific protease (SENP)1 inhibitors.
Masaharu Uno (2012)
10.1007/BF00809668
Kinetics and mechanism of oxidation of cyclohexanol by 1-Chlorobenzotriazole (CBT) in acid medium
K. Ganapathy (1987)
10.1039/c0ob01117g
Prodrug design for the potent cardiovascular agent Nω-hydroxy-L-arginine (NOHA): synthetic approaches and physicochemical characterization.
D. Schade (2011)
10.1021/cr200076q
The chemistry of N-hydroxyamidoximes, N-aminoamidoximes, and hydrazidines.
Alan R. Katritzky (2012)
10.1016/j.jinorgbio.2010.12.012
Rational design, synthesis and evaluation of first generation inhibitors of the Giardia lamblia fructose-1,6-biphosphate aldolase.
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