Sonogashira coupling and cyclization reactions on alumina:: a route to aryl alkynes, 2-substituted-benzo[b]furans and 2-substituted-indoles

被引：173

作者：

Kabalka, GW ^{[1
]}

Wang, L

Pagni, RM

机构：

[1] Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA

[2] Univ Tennessee, Dept Radiol, Knoxville, TN 37996 USA

来源：

TETRAHEDRON | 2001年 / 57卷 / 38期

关键词：

arylalkynes; solventless coupling; microwave; alumina; indoles; benzofuran;

D O I：

10.1016/S0040-4020(01)00774-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A solventless, microwave-enhanced Sonogashira coupling reaction of aromatic iodides with terminal alkynes on potassium fluoride doped alumina in the presence of palladium powder, cuprous iodide, and triphenylphosphine has been developed. The reaction can be utilized to prepare aryl alkynes in excellent yields. The coupling of o-iodophenol with terminal alkynes leads to the formation 2-substituted-benzo[b]furans. Whereas the coupling of o-iodoanilines with terminal alkynes generates indole products. An in situ desilylation reaction was also developed. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：8017 / 8028

页数：12

共 72 条

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