Efficient organocatalytic α-sulfenylation of substituted piperazine-2,5-diones

被引:25
|
作者
Dubey, Ramin [1 ]
Polaske, Nathan W. [1 ]
Nichol, Gary S. [1 ]
Olenyuk, Bogdan [1 ]
机构
[1] Univ Arizona, Dept Chem, Tucson, AZ 85721 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
CHAETOMIUM COCHLIODES; EPIPOLYTHIODIOXOPIPERAZINES; HYALODENDRIN; CHAETOCIN; ALDEHYDES;
D O I
10.1016/j.tetlet.2009.05.031
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Organocatalytic alpha-sulfenylation of substituted piperazine-2,5-diones is reported through the use of cinchona alkaloids as Lewis bases and electrophilic sulfur transfer reagents. 1-Phenylsulfanyl[1,2,4]triazole, a novel Sulfur transfer reagent, gave excellent product yields with a number of substituted piperazine-2,5-diones under mild conditions. Catalyst loading, stoichiometry Of Sulfur electrophile, temperature, and solvent were optimized to achieve high product yields. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4310 / 4313
页数:4
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