Selective cyclization of alkynols and alkynylamines catalyzed by potassium tert-butoxide

被引：58

作者：

Li, Deng Yuan

Shi, Ke Ji

Mao, Xiao Feng

Zhao, Zheng Le

Wu, Xin Yan

Liu, Pei Nian ^{[1
]}

机构：

[1] E China Univ Sci & Technol, Shanghai Key Lab Funct Mat Chem, Key Lab Adv Mat, Shanghai 200237, Peoples R China

来源：

TETRAHEDRON | 2014年 / 70卷 / 39期

基金：

中国国家自然科学基金;

关键词：

Alkynols; Alkynylamines; Potassium tert-butoxide; exo-Cyclic enol ethers; Indoles; Isoindolin-1-ones; EFFICIENT SYNTHESIS; INTRAMOLECULAR HYDROALKOXYLATION; STEREOSELECTIVE-SYNTHESIS; OXIDATIVE CYCLIZATION; ATOM ECONOMY; PALLADIUM; CYCLOISOMERIZATION; INDOLES; METAL; DERIVATIVES;

D O I：

10.1016/j.tet.2014.06.078

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Potassium tert-butoxide (t-BuOK) was found to be an effective catalyst for the cyclization of aromatic alkynols and alkynylamines. In the presence of 10 mol % t-BuOK, a range of alkynols were converted to the corresponding exo-cyclic enol ethers as pure Z-stereoisomers with 100% selectivity and moderate to excellent yields. Moreover, the cyclization of alkynylamines was also achieved to afford indoles and isoindolin-l-ones in good yields. Crown Copyright (C) 2014 Published by Elsevier Ltd. All rights reserved.

引用

页码：7022 / 7031

页数：10

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