Synthetic uses of thio- and selenoesters of trifluoromethylated acids. 1. Preparation of trifluoromethyl sulfides and selenides

被引：115

作者：

Billard, T ^{[1
]}

Roques, N ^{[1
]}

Langlois, BR ^{[1
]}

机构：

[1] Univ Lyon 1, CNRS, Lab Chim Organ 3, F-69622 Villeurbanne, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 64卷 / 11期

关键词：

D O I：

10.1021/jo980649a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Trifluorothioacetates (CF3CO-S-R, from (CF3CO)(2)O and thiols) as well as trifluoromethanethio-or trifluoromethaneselenosulfonates (CF3SO2-Y-R; Y = S, Se; from CF3SO2Na, RYYR, and Br-2) can be formally decarbonylated or desulfonylated, respectively, provided that they are photolyzed at 40 degrees C in the presence of 1 equiv of the corresponding disulfide or diselenide. Trifluoromethyl sulfides or selenides are obtained, and the added disulfide (or diselenide) is recovered after reaction. In such a way, S-(trifluoromethyl)cysteine derivatives can be obtained.

引用

页码：3813 / 3820

页数：8

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