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Synthesis Of Indolylalkylphosphonates And 3-(1 -diphenylphosphinoalkyl) Indoles By Reaction Of 3-(1-arylsulfonylalkyl) Indoles With Phosphorus Derivatives
M. Petrini, R. Shaikh
Published 2008 · Chemistry
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Abstract Dialkyl phosphites as well as diphenylphosphine react with 3-(1-arylsulfonylalkyl) indoles under basic conditions leading to a formal substitution of the arylsulfonyl group through a reactive 3-alkylidene indole intermediate.
This paper references
Ti(O-isoPr)4 Catalyzed hydrophosphonylation of activated alkenes by diphenyl H-phosphonate
Q. Yao (2007)
Metal-Catalyzed Asymmetric Synthesis of P-Stereogenic Phosphines
David S Glueck (2007)
Synthesis of an optically active Al(salalen) complex and its application to catalytic hydrophosphonylation of aldehydes and aldimines.
B. Saito (2007)
Enyne metathesis-oxidation sequence for the synthesis of 2-phosphono pyrroles: proof of the "yne-then-ene" pathway.
Nicolai Dieltiens (2007)
Coupling of Aldehydes, Amines, and Trimethyl Phosphite Promoted by Amberlyst-15: Highly Efficient Synthesis of α-Aminophosphonates
Mahmood Tajbakhsh (2008)
Dendrimeric phosphines in asymmetric catalysis.
A. Caminade (2008)
New inhibitors of rabbit muscle triose-phosphate isomerase.
M. Fonvielle (2005)
An extremely efficient three-component reaction of aldehydes/ketones, amines, and phosphites (Kabachnik-Fields reaction) for the synthesis of alpha-aminophosphonates catalyzed by magnesium perchlorate.
S. Bhagat (2007)
Synthesis and biological evaluation of γ-aminophosphonates as potent, subtype-selective sphingosine 1-phosphate receptor agonists and antagonists
F. Foss (2007)
Catalytic enantioselective hydrophosphonylation of aldehydes and imines
P. Merino (2008)
Diastereoselective synthesis of 2-amino-4-phosphonobutanoic acids by electrophilic substitution and tin-Peterson olefination of bis-lactim ethers derived from cyclo-[L-AP4-D-Val].
M. C. Fernández (2006)
Organocatalytic Enantioselective Hydrophosphonylation of Sulfonylimines having a Heteroarenesulfonyl Group as a Novel Stereocontroller
S. Nakamura (2008)
Development of chiral phosphine ligands bearing a carboxyl group and their application to catalytic asymmetric reaction
Toru Minami (1995)
Solventless clay-promoted Friedel-Crafts reaction of indoles with alpha-amido sulfones: unexpected synthesis of 3-(1-arylsulfonylalkyl) indoles.
R. Ballini (2006)
Discovery of potent, selective, orally active, nonpeptide inhibitors of human mast cell chymase.
M. N. Greco (2007)
Asymmetric petasis reactions catalyzed by chiral biphenols.
Sha Lou (2008)
Michael additions of nitroalkanes to .alpha.,.beta.-unsaturated carbonyl compounds using potassium fluoride/basic alumina
D. Bergbreiter (1987)
One‐Pot Tandem 1,4–1,2‐Addition of Phosphites to α,β‐Unsaturated Imines for the Synthesis of Glutamic Acid Analogues
K. Moonen (2005)
γ-(Monophenyl)phosphono glutamate analogues as mechanism-based inhibitors of γ-glutamyl transpeptidase
Liyou Han (2006)
One-pot synthesis of α-aminophosphonates catalyzed by antimony trichloride adsorbed on alumina
A Versatile Construction of the 8H-Quino[4,3-b]carbazole Ring System as a Potential DNA Binder
A. Mohanakrishnan (1995)
Difluoroallenyl bromide as a wide-ranging difluoromethylene cation equivalent: SN2 substitution of difluoropropargyl bromide through sequential SE2' and SN2' reactions.
B. Xu (2005)
Alternative synthesis of α-substituted β-amidophosphines by [1,4]-addition. A new route to chiral ligands
M. Léautey (2002)
1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)-promoted efficient and versatile aza-Michael addition
Chang-Eun Yeom (2007)
Synthesis of 3-(2-nitroalkyl) indoles by reaction of 3 -(1 -arylsulfonylalkyl) indoles with nitroalkanes
A. Palmieri (2007)
Recent advances in chiral phosphine-silver(I) complex-catalyzed asymmetric reactions.
A. Yanagisawa (2008)
Simplified synthesis of 3-(1-arylsulfonylalkyl) indoles and their reaction with Reformatsky reagents.
A. Palmieri (2007)
Synthetic methods for azaheterocyclic phosphonates and their biological activity.
K. Moonen (2004)
Generation of phosphorus-centered radicals via homolytic substitution at sulfur.
Paola Carta (2007)
TiO2 as a new and reusable catalyst for one-pot three-component syntheses of α-aminophosphonates in solvent-free conditions
M. Hosseini-Sarvari (2008)
Reaction of 3-(1-Arylsulfonylalkyl)-indoles with Easily Enolisable Derivatives Promoted by Potassium Fluoride on Basic Alumina
R. Ballini (2008)
VAPOL phosphoric acid catalysis: the highly enantioselective addition of imides to imines.
Y. Liang (2007)
Catalytic asymmetric aziridination with borate catalysts derived from VANOL and VAPOL ligands: scope and mechanistic studies.
Y. Zhang (2008)
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Sulfonyl Azoles in the Synthesis of 3-Functionalized Azole Derivatives.
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Facile synthesis of 3-sec-alkyl substituted 7-azaindoles by Michael addition of carbon nucleophiles to vinylogous imine intermediates generated in situ from 3-(1-arylsulfonylalkyl)-7-azaindoles
G. Luo (2015)
Organocatalytic asymmetric Michael addition of 2-naphthols to alkylideneindolenines generated in situ from arenesulfonylalkylindoles
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Highly product-selective and scalable rare-earth metal-catalyzed Meinwald rearrangement of epoxy oleochemicals under solvent-free conditions
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