Transition metal-free oxidation of ynamides for synthesis of α-keto-imides

被引：25

作者：

Chikugo, Takuya ^{[1
]}

Yauchi, Yuta ^{[1
]}

Ide, Masataka ^{[1
]}

Iwasawa, Tetsuo ^{[1
]}

机构：

[1] Ryukoku Univ, Fac Sci & Technol, Dept Chem Mat, Otsu, Shiga 5202194, Japan

来源：

TETRAHEDRON | 2014年 / 70卷 / 26期

关键词：

Oxidation; alpha-Keto-imide; 1,2-Diketone; Ynamide; Transition metal-free reaction; CATALYZED OXIDATION; DIMETHYL-SULFOXIDE; PRACTICAL APPROACH; MOLECULAR-OXYGEN; INHIBITORS; ALKYNES; BENZIL; IDENTIFICATION; DERIVATIVES; ACETYLENES;

D O I：

10.1016/j.tet.2014.04.080

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Transition metal-free double oxidation of triple bonds in ynamides for synthesis of alpha-keto-imides is described. The successful key was combination of NIS and DMSO under atmospheric air in CPME solvent, and the reaction quickly proceeds at 0 degrees C within 1 h. Although the yields and substrate generality are moderate, yet the prototype protocol avoids the use of expensive, moisture-sensitive, toxic, and explosive additives, which make it potentially and significantly greener than current alternatives. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：3988 / 3993

页数：6

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