Thiolysis and hydrolysis of imino and iminium triflates:: Synthesis of secondary and tertiary thioamides and 18O-labeled amides.

被引：32

作者：

Charette, AB ^{[1
]}

Chua, P ^{[1
]}

机构：

[1] Univ Montreal, Dept Chim, Montreal, PQ H3C 3J7, Canada

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 3-4期

关键词：

D O I：

10.1016/S0040-4039(97)10505-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Secondary and tertiary amides were treated with trifluoromethanesulfonic (triflic) anhydride in the presence of pyridine at low temperatures to generate imino and iminium triflates. Subsequent treatment with hydrogen sulfide immediately gave rise to the corresponding thioamide in good to excellent yields at low temperature. Alternatively, treatment with stoichiometric amounts of O-18-labeled water produced the O-18-labeled amide. (C) 1997 Elsevier Science Ltd. All rights reserved.

引用

页码：245 / 248

页数：4

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