Use of trichloroacetonitrile as a hydrogen chloride generator for ring-opening reactions of aziridines

被引：8
|
作者：
Toda, Yasunori [1 ]
Matsuda, Riki [1 ]
Gomyou, Shuto [1 ]
Suga, Hiroyuki [1 ]
机构：
[1] Shinshu Univ, Fac Engn, Dept Chem Mat, 4-17-1 Wakasato, Nagano 3808553, Japan
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 15期
基金：
日本学术振兴会;
关键词：
ATMOSPHERIC OXIDATION PATHWAYS; CHLORINATED HYDROCARBONS; N-TOSYLAZIRIDINES; MOLECULAR STORAGE; 1,3 TRANSPOSITION; CHIRAL INDOLINES; SYNTHETIC ROUTE; O-GLYCOSYL; BETA; REARRANGEMENT;
D O I：
10.1039/c9ob00602h
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Regioselective ring-opening reactions of 2-aryl-N-tosylaziridines are described, in which hydrogen chloride is generated by photodegradation of trichloroacetonitrile. HCl adducts are obtained in high yields in 1,4-dioxane, whereas methanol adducts are predominantly obtained in methanol. Trichloroacetonitrile can serve as a photoresponsive molecular storage generator for hydrogen chloride.
引用
收藏
页码：3825 / 3829
页数：5
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