The first method for C-devinylation of aromatic systems

被引：5

作者：

Bharate, Sandip B. ^{[1
]}

Mudududdla, Ramesh

Sharma, Rohit

Vishwakarma, Ram A. ^{[1
]}

机构：

[1] Indian Inst Integrat Med CSIR, Div Med Chem, Jammu 180001, India

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 23期

关键词：

Devinylation; Duff reaction; Diformylation; TFA; Vinylbenzenes; PROTECTING GROUP; VINYL GROUP;

D O I：

10.1016/j.tetlet.2013.03.064

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This Letter describes the method for C-devinylation of aromatic systems for the first time. Vinylbenzenes on refluxing with trifluoroacetic acid produced corresponding devinylated products in excellent yields. Furthermore, 2,4,6-trimethoxy vinylbenzenes on treatment with hexamethylene tetraamine and trifluoroacetic acid exclusively produced 1,3-diformyl 2,4,6-trimethoxy benzene via tandem devinylation and diformylation reactions. A variety of aliphatic vinyl groups can be utilized but the reaction is limited to 1,3,5-trimethoxybenzene. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：2913 / 2915

页数：3

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