The nucleophilic 5-endo-trig cyclization of gem-difluoroolefins with homoallylic functional groups:: syntheses of ring-fluorinated dihydroheteroaromatics

被引：50
|
作者：
Ichikawa, J [1 ]
Fujiwara, M
Wada, Y
Okauchi, T
Minami, T
机构：
[1] Kyushu Inst Technol, Dept Appl Chem, Kitakyushu, Fukuoka 8048550, Japan
[2] Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
来源：
CHEMICAL COMMUNICATIONS | 2000年 / 19期
关键词：
D O I：
10.1039/b004978f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
gem-Difluoroolefins bearing homoallylic tosylamido, hydroxy, or mercapto groups undergo intramolecular nucleophilic substitution of the nitrogen, oxygen, or sulfur with loss of fluorine via a 5-endo-trig process, leading to 2-fluoro-2-pyrrolines, 5-fluoro-2,3-dihydrofurans, or -thiophenes in high yields.
引用
收藏
页码：1887 / 1888
页数：2
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