Dimedone-catalyzed Addition of Amines into Cyano Group: Facile Synthesis of Thiazol-2-yl Substituted E-Acrylonitriles

An efficient dimedone-catalyzed synthesis of highly functionalized thiazol-2-yl substituted E-acrylonitrile derivatives has been established through two-step reaction of a-thiocyanate ketones with malononitrile and amines. The a-thiocyanate ketones were subjected with malononitrile to provide thiazo...

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Published inChinese journal of chemistry Vol. 30; no. 7; pp. 1617 - 1623
Main Author 朱伟军 屠兴超 冯惠 屠蔓苏 姜波 吴飞跃 屠树江
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 01.07.2012
WILEY‐VCH Verlag
Wiley
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Summary:An efficient dimedone-catalyzed synthesis of highly functionalized thiazol-2-yl substituted E-acrylonitrile derivatives has been established through two-step reaction of a-thiocyanate ketones with malononitrile and amines. The a-thiocyanate ketones were subjected with malononitrile to provide thiazol-2-ylidenemalononitrile derivatives, followed with various amines in the presence of dimedone to yield the final thiazol-2-yl substituted acrylonitrile derivatives.
Bibliography:31-1547/O6
dimedone-catalyzed synthesis, E-acrylonitriles, addition reaction, microwave heating, heterocycles
An efficient dimedone-catalyzed synthesis of highly functionalized thiazol-2-yl substituted E-acrylonitrile derivatives has been established through two-step reaction of a-thiocyanate ketones with malononitrile and amines. The a-thiocyanate ketones were subjected with malononitrile to provide thiazol-2-ylidenemalononitrile derivatives, followed with various amines in the presence of dimedone to yield the final thiazol-2-yl substituted acrylonitrile derivatives.
National Science Foundation of China - No. 21072163, 21102124
Science Foundation in Interdisciplinary Major Research Project of Xuzhou Normal University - No. 09XKXK01
istex:36CEDB96C12D598F1144F848FBAD096FFF7F000F
PAPD of Jiangsu Higher Education Institutions, Jiangsu Science and Technology Support Program - No. BE2011045
ArticleID:CJOC201100719
ark:/67375/WNG-89MFZH9B-H
the NSF of Jiangsu Education Committee - No. 11KJB150016
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 14
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.201100719