Efficient synthesis of primary amides using 2-mercaptopyridone-1-oxide-based uronium salts

被引：33

作者：

Bailén, MA ^{[1
]}

Chinchilla, R ^{[1
]}

Dodsworth, DJ ^{[1
]}

Nájera, C ^{[1
]}

机构：

[1] Univ Alicante, Dept Quim Organ, E-03080 Alicante, Spain

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 50期

关键词：

aminium salts; primary amides; coupling reagents;

D O I：

10.1016/S0040-4039(00)01775-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

S-(1-Oxido-2-pyridinyl)-1,1,3,3-tetramethylthiouronium tetrafluoroborate (TOTT) and hexafluorophosphate (HOTT) are cheap and convenient reagents for the rapid and high-yielding preparation of primary amides when reacted with carboxylic acids and ammonium chloride in the presence of diisopropylethylamine. The reaction is chemoselective and undesired ammonolysis of other sensitive functional groups is not observed. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：9809 / 9813

页数：5

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