One-Pot Synthesis of 2-Substituted Indoles from 2-Aminobenzyl Phosphonium Salts. A Formal Total Synthesis of Arcyriacyanin A

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Date
2008-06-24
Authors
Kraus, George
Guo, Haitao
Kraus, George
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Abstract

The reaction of (2-aminobenzyl) triphenylphosphonium bromide with aromatic aldehydes or α,β-unsaturated aldehydes under microwave-assisted conditions constitutes a new synthesis of 2-substituted indoles in high yields (81−97%) in a one-pot reaction. The adduct from indole-4-carboxaldehyde was an advanced intermediate in the synthesis of arcyriacyanin A.

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Reprinted (adapted) with permission from Organic Letters, 10(14); 3061-3063. Doi: 10.1021/ol801034x. Copyright 2008 American Chemical Society.

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