Reaction of Thioacids with Isocyanates and Isothiocyanates: A Convenient Amide Ligation Process

被引：83

作者：

Crich, David ^{[1
]}

Sasaki, Kaname

机构：

[1] Ctr Sci Gif, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 15期

关键词：

CARBOXYLIC-ACIDS; PEPTIDE-SYNTHESIS; (3,3)-SIGMATROPIC REARRANGEMENT; CHEMICAL-SYNTHESIS; SULFONYL AZIDES; THIO ACIDS; ISONITRILES; ACTIVATION; PART; 2,4-DINITROBENZENESULFONAMIDE;

D O I：

10.1021/ol901370y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Thiocarboxylates, prepared conveniently by cleavage of 9-fluorenylmethyl or trimethoxybenzyl thioesters, react at room temperature with isocyanates and isothiocyanates to give amide bonds in good to excellent yield. A carboxylate salt is also shown to react with an electron-deficient isocyanate to give the corresponding amide in excellent yield at room temperature.

引用

页码：3514 / 3517

页数：4

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