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Selective arylation of 2-substituted indoles towards 1,2- and 2,3-functional indoles directed through the catalytic system

Paper ID Volume ID Publish Year Pages File Format Full-Text
52541 46877 2007 6 PDF Available
Title
Selective arylation of 2-substituted indoles towards 1,2- and 2,3-functional indoles directed through the catalytic system
Abstract

A simple palladium catalysed procedure for the synthesis of 1,2- and 2,3-disubstituted indoles is reported. It was found that the selectivity of the reaction, i.e. the N1- versus the C3-arylation of 2-functional indoles was mainly directed by electronic factors. Fine tuning of the reaction conditions and the right choice of the substrates allowed a full selective N1-(ArI, [Pd(OAc)2], PPh3) or C3 (ArBr, [Pd(OAc)2], AgBF4) arylation. Using only 1 mol% Pd-catalyst gave up to 92% isolated yield of expected compound.

Keywords
Palladium; Substituted indoles; N-Arylation; C-Arylation
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Selective arylation of 2-substituted indoles towards 1,2- and 2,3-functional indoles directed through the catalytic system
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 8, Issue 11, November 2007, Pages 1561–1566
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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Price was $35.95
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