1ST ELECTROPHILIC SUBSTITUTIONS OF 3-SUBSTITUTED INDOLES WITH DIETHOXYCARBENIUM TETRAFLUOROBORATE - FUNCTIONALIZED INDOLE-DERIVATIVES

被引：5
|
作者：
PINDUR, U
FLO, C
机构：
[1] Institut Für Pharmazie in Fachbereich Chemie, Pharmazie, Universität Mainz, Mainz, D-6500
来源：
ARCHIV DER PHARMAZIE | 1990年 / 323卷 / 02期
关键词：
D O I：
10.1002/ardp.19903230205
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The indoles 2a‐2c react with diethoxycarbenium tetrafluoroborate (1) to furnish the indolecarbaldehydes 3a‐3d. In the thermodynamically controlled reaction of 3‐methylindole (2a) with 1 the tris(indolyl)methane 4 and diskatole (5), are formed in addition. The limitations of these reactions are discussed and evidence is presented for a C‐3‐ipso‐attack and a Wagner‐Meerwein rearrangement, respectively, leading to the formation of 3b or 3d. Copyright © 1990 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
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页码：79 / 81
页数：3
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