A novel effective electrophile:: β-trifluoroacetylketene diphenyldithioacetal S,S-tetroxide

被引：9

作者：

Krasovsky, AL ^{[1
]}

Druzhinin, SV ^{[1
]}

Nenajdenko, VG ^{[1
]}

Balenkova, ES ^{[1
]}

机构：

[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119992, Russia

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 06期

关键词：

electrophile; beta-trifluoroacetylketene dithioacetal S; S-tetroxide; alkene; aromatic substitution;

D O I：

10.1016/j.tetlet.2003.12.022

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthesis of a novel electrophilic reagent-beta-trifluoroacetylketene diphenyldithioacetal S,S-tetroxide 3 is described. The reaction of 3 with various electron-rich aromatics such as 1,3-dimethoxybenzene, 2-methylthiophene, N-methylpyrrole, and 2-methylindole was investigated. In the course of these reactions an unusual migration of a phenylsulfonyl group takes place. An easy and ready for scale-up procedure for the synthesis of previously unknown beta-aryl, alpha-phenylsulphonyl substituted alpha,beta-unsaturated trifluoromethyl ketones is reported. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：1129 / 1132

页数：4

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