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The Chemistry Of N-substituted Benzotriazoles. Part 14. Novel Routes To Secondary And Tertiary Amines And To N, N-disubstituted Hydroxylamines

A. R. Katritzky, K. Yannakopoulou, P. Lue, D. Rasała, L. Urogdi
Published 1989 · Chemistry

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Tertiary amines of types R4R3CHNR1R2(2), (R2CH2)2NR1(10) and (11), or (R2CH2)3N (12), secondary amines of type (R2CH2)2NH (8), and N, N-disubstituted hydroxylamines of type (R2CH2)2NOH (9), are prepared in high yield by the action of Grignard reagents or sodium borohydride on easily available N, N-dialkyl-N-[benzotriazolylalkyl-(or arylalkyl-)]amines (1) or tris(benzotriazolylmethyl)amine (7), on bis(benzotriazolylmethyl)amines (3), (5), and (6), and on N, N-bis(benzotriazolylmethyl)hydroxylamine (4), respectively.



This paper is referenced by
10.1016/B0-08-044705-8/00148-5
1.06 – One or More CC Bond(s) Formed by Substitution: Substitution of Carbon–Nitrogen, –Phosphorus, –Arsenic, –Antimony, –Boron, –Silicon, –Germanium and –Metal Functions
P. Page (1995)
10.1016/J.TET.2004.12.018
Benzotriazole mediated amino-, amido-, alkoxy- and alkylthio-alkylation
A. Katritzky (2005)
10.1007/7081_2015_179
Preparation, Reactivity, and Synthetic Utility of Simple Benzotriazole Derivatives
Romaric Gérardy (2015)
10.1081/SCC-100105660
CONVENIENT PREPARATION OF SOME N-SUBSTITUTED 1,2,3,4-TETRAHYDROISOQUINOLINES LACKING ELECTRON-DONATING SUBSTITUENTS
C. Locher (2001)
10.1002/EJOC.201201262
A Straightforward Route to Homoallyl‐Homocrotylamines Promoted by a Titanium Complex
Stéphanie Toulot (2013)
10.1039/P19910002199
New 1H-benzotriazole-mediated synthesis of N,N′-disubstituted thioureas and carbodiimides
A. R. Katritzky (1991)
10.1016/B0-08-044705-8/00206-5
4.07 – Functions Incorporating a Chalcogen and a Group 15 Element
C. D. Gabbutt (1995)
10.1002/anie.201406815
Total synthesis of myceliothermophins C, D, and E.
K. Nicolaou (2014)
10.1002/EJOC.200700147
Base-catalyzed anti-markovnikov hydroamination of vinylarenes : Scope, limitations and computational studies
Patricia Horrillo-Martínez (2007)
10.1016/J.BMCL.2006.05.051
N-(1,2-diphenylethyl)piperazines: a new class of dual serotonin/noradrenaline reuptake inhibitor.
M. Jonathan Fray (2006)
10.1002/HLCA.200790173
Classical Benzotriazole‐Mediated α‐Aminoalkylations of Alkynes: Synthesis and Characterization of Alk‐2‐yn‐1‐amines as Amphiphilic Materials
K. Idzik (2007)
10.1002/JHET.5570260359
Preparation, lithiation and transformation of N‐(benzotriazol‐1‐ylmethyl) heterocycles
A. R. Katritzky (1989)
10.1016/J.TET.2007.02.086
Straightforward three-component synthesis of diarylmethylpiperazines and 1,2-diarylethylpiperazines
S. Sengmany (2007)
10.1016/B0-08-044655-8/00027-1
2.05 – Alkylnitrogen Compounds: Amines and their Salts
C. Marson (2005)
10.1002/ANGE.201208848
Magnetogenese unter physiologischen Bedingungen mit molekularen Sonden, die auf (bio‐)chemische Analyten ansprechen
Fayçal Touti (2013)
10.1016/J.BMC.2005.10.032
Synthesis and antimicrobial activity of N-alkyl and N-aryl piperazine derivatives.
P. Chaudhary (2006)
10.1016/S0957-4166(01)00418-9
2-Substituted-1,2,3,4-tetrahydroisoquinolines and chiral 3-carboxyl analogues from N-benzotriazolylmethyl-N-phenethylamines
A. Katritzky (2001)
Studies towards combined chemo-biocatalytic reactions in water
A. B. Jones (2011)
10.1002/CHEM.200304990
Benzotriazole: an ideal synthetic auxiliary.
A. Katritzky (2003)
10.1016/B978-008044992-0.00501-0
5.01 1,2,3-Triazoles
S. Rachwał (2008)
10.1002/9780470682531.PAT0082
Advances in the Chemistry of Amino and Nitro Compounds
G. Boyd (2009)
10.1039/P19960002187
Nucleophilic substitution of protected β-bromoethyl cyclohexadiene-cis-diol as an alternative to direct microbial oxidation of β-functionalized phenethyl substrates
T. Hudlicky (1996)
10.1108/ILT-12-2011-0112
A novel benztriazole derivative for enhancing the anti-oxidation properties of synthetic ester-based oils
Gaiqing Zhao (2014)
10.1007/BF00529362
Heterocyclic chemistry: An academic subject of immense industrial importance
A. Katritzky (1992)
10.1002/EJIC.201800636
A Route toward (Aminomethyl)cyclopentadienide Ligands and Their Group 4 Metal Complexes
Quentin Bonnin (2018)
10.1016/J.TETLET.2005.12.059
Aminoalkylation of nitriles by iminium ions generated in situ
A. Katritzky (2006)
10.1016/J.EJMECH.2006.10.009
Synthesis, characterization and in vitro biological studies of novel cyano derivatives of N-alkyl and N-aryl piperazine.
P. Chaudhary (2007)
10.1016/J.BMCL.2006.05.049
Structure-activity relationships of N-substituted piperazine amine reuptake inhibitors.
M. Fray (2006)
10.1002/cctc.201700043
Lithium‐Catalyzed anti‐Markovnikov Intermolecular Hydroamination Reactions of Vinylarenes and Simple Secondary Amines
S. Germain (2017)
10.1016/J.TET.2010.08.055
Chemo- and diastereoselective cyclopropanation of allylic amines and carbamates
Kristína Csatayová (2010)
10.1021/acs.joc.7b01823
Catalyst-Dependent Selective Hydrogenation of Nitriles: Selective Synthesis of Tertiary and Secondary Amines.
Y. Monguchi (2017)
10.1002/ADSC.200700500
Efficient Preparation of the Isoindoline Framework via a Six Component, Tandem Double A3-Coupling and [2+2+2] Cycloaddition Reaction
E. R. Bonfield (2008)
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