STEREOSELECTIVE CYCLIZATION OF (2-BROMOPHENYL)ALKYNES AND (2-IODOPHENYL)ALKYNES CATALYZED BY PALLADIUM(0) COMPLEXES

被引：43

作者：

WANG, RT ^{[1
]}

CHOU, FL ^{[1
]}

LUO, FT ^{[1
]}

机构：

[1] ACAD SINICA,INST CHEM,TAIPEI 115,TAIWAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 16期

关键词：

D O I：

10.1021/jo00303a017

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Pd(II)-intermediate generated by intramolecular arylation of alkynes can be further cross-coupled with phenylzinc chloride to recycle the Pd(0) catalyst and give stereodefined exocyclic indans and tetralins. For example, (Z)-1-benzylideneindan can be obtained in 60% yield from 4-(2-iodopheny1)-1-butyne and phenylzinc chloride in the presence of 5 mol % of Pd(PPh3)4 in THF at room temperature. The alkynyl group can be terminal or internal. Several features and the mechanism of the process are discussed. © 1990, American Chemical Society. All rights reserved.

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页码：4846 / 4849

页数：4

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