Swern oxidation of tryptamine derivatives

被引：11

作者：

Bailey, PD ^{[1
]}

Cochrane, PJ

Irvine, F

Morgan, KM

Pearson, DPJ

Veal, KT

机构：

[1] Heriot Watt Univ, Dept Chem, Edinburgh EH14 4AS, Midlothian, Scotland

[2] Zeneca Agrochem, Jealotts Hill Res Stn, Bracknell RG42 6EY, Berks, England

[3] SmithKline Beecham Pharmaceut, Synthet Chem, Harlow CM19 5AD, Essex, England

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 24期

基金：

英国工程与自然科学研究理事会;

关键词：

indoles; oxidation; rearrangements; Swern;

D O I：

10.1016/S0040-4039(99)00692-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Swern oxidation of various indolic substrates is described, and a range of products resulting from overall oxidation at the 2-position were observed. In particular, depending on the substrate and reaction conditions, it was possible to achieve direct oxidation to a,B-unsaturated systems at the 2-position, to introduce a nucleophile at the 2-position, and to introduce a CH3-S-CH2 group at the indole 4-position via an unprecedented rearrangement of a Swern intermediate. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：4593 / 4596

页数：4

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