Ene reaction of arynes with alkynes

被引：84

作者：

Jayanth, TT ^{[1
]}

Jeganmohan, M ^{[1
]}

Cheng, MJ ^{[1
]}

Chu, SY ^{[1
]}

Cheng, CH ^{[1
]}

机构：

[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 07期

关键词：

D O I：

10.1021/ja058418q

中图分类号：

O6 [化学];

学科分类号：

0703 [化学];

摘要：

Arynes, generated in situ from ortho-silylaryl triflates, undergo ene reaction with alkynes possessing propargylic hydrogen in the presence of KF/18-crown-6 in THF at room temperature to give substituted phenylallenes. Various terminal and internal alkynes as well as different arynes can be used to give the corresponding phenylallenes in good to moderate yields. The reaction of alkyne without propargylic hydrogen gave an acetylenic C-H addition product (a phenylalkyne) and a dehydro Diels-Alder product (a phenanthrene). Copyright © 2006 American Chemical Society.

引用

页码：2232 / 2233

页数：2

共 27 条

[1]

Reaction of diimines and benzyne [J].