Ring Opening of N-Sulfonyl Aziridines by Amines in Silica-Water

被引：4
|
作者：
Li, Tiantian [1 ]
Ma, Xiaosi [1 ]
Qi, Junmei [1 ]
Sun, Feifei [1 ,2 ]
Ma, Ning [1 ,2 ]
机构：
[1] Tianjin Univ, Sch Sci, Dept Chem, Tianjin 300072, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300072, Peoples R China
来源：
CHINESE JOURNAL OF CHEMISTRY | 2014年 / 32卷 / 11期
基金：
中国国家自然科学基金;
关键词：
aziridines; ring opening; amines; silica gel; reactions in water; ORGANIC-SYNTHESIS; EFFICIENT SYNTHESIS; FACILE SYNTHESIS; SOLVENT-FREE; CHEMISTRY; EPOXIDES; SALTS; SULFONYLCYCLOTHIOUREAS; TRIBUTYLPHOSPHINE; ALCOHOLS;
D O I：
10.1002/cjoc.201400300
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Ring opening reactions of N-sulfonyl aziridines by primary and secondary amines in silica gel (SG)-water system were achieved, which provided a mild, practical and environmentally benign method to synthesize mono- and bis-sulfonyl substituted amines. When primary and secondary amines were used in excess, they reacted with N-sulfonyl aziridines smoothly at room temperature, mainly affording 1:1 ring opening products. Reactions of primary amines with 2 equiv. of aziridines produced 2:1 ring opening products. Some 1:1 products can be cyclized with CS2 to synthesize N-sulfonyl cyclothioureas also in water.
引用
收藏
页码：1135 / 1142
页数：8
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