5-endo-trigonal cyclization of o-substituted gem-difluorostyrenes: Syntheses of 2-fluorinated indoles, benzo[b]furans and benzo[b]thiophenes

5-endo-trigonal cyclization of o-substituted gem-difluorostyrenes: Syntheses of 2-fluorinated indoles, benzo[b]furans and benzo[b]thiophenes
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DOI:
10.1039/a703110f
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发表时间:
1997-08-21
影响因子:
4.9
通讯作者:
Minami, T
Minami, T
中科院分区:
化学2区
文献类型:
--
作者:
Ichikawa, J;Wada, Y;Minami, T

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在邻位带有甲苯磺酰氨基、羟基或甲基亚磺酰基的β,β-二氟苯乙烯通过5-内三角形过程进行氮、氧或硫的分子内取代并损失氟,从而以高产率得到2-氟化杂环体系。
beta,beta-Difluorostyrenes bearing tosylamido, hydroxy or methylsulfinyl groups at the o-position undergo intramolecular substitution of the nitrogen, oxygen or sulfur with loss of fluorine via a 5-endo-trigonal process leading to 2-fluorinated heterocyclic systems in high yields.