2-(2-Aminophenyl)-acetaldehyde dimethyl acetal: A novel reagent for the protection of carboxylic acids.

被引：40

作者：

Arai, E

Tokuyama, H

Linsell, MS

Fukuyama, T

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, CREST, Japan Sci & Technol Corp,Bunkyo Ku, Tokyo 113, Japan

[2] Rice Univ, Dept Chem, Houston, TX 77005 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 1-2期

关键词：

D O I：

10.1016/S0040-4039(97)10491-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis and use of 2-(2-aminophenyl)-acetaldehyde dimethyl acetal 1 are described. The amides 2, derived from this amine and carboxylic acids, are stable under basic conditions and thus can be regarded as the protected carboxylic acids. The corresponding carboxylic acids are regenerated by conversion of 2 into indolylamides 3 by treatment with CSA and subsequent hydrolysis with LiOOH or NaOH. In addition, 3 can be easily converted to esters, amides, and aldehydes. (C) 1997 Elsevier Science Ltd. All rights reserved.

引用

页码：71 / 74

页数：4

共 5 条

[1] SYNTHESIS, REACTIONS, AND SPECTRA OF 1-ACETOXY-INDOLES,1-HYDROXY-INDOLES, AND 1-METHOXY-INDOLES [J].