PALLADIUM(O)-CATALYZED CROSS-COUPLING REACTION OF ALKOXYDIBORON WITH HALOARENES - A DIRECT PROCEDURE FOR ARYLBORONIC ESTERS

被引：1376

作者：

ISHIYAMA, T ^{[1
]}

MURATA, M ^{[1
]}

MIYAURA, N ^{[1
]}

机构：

[1] HOKKAIDO UNIV,FAC ENGN,DIV MOLEC CHEM,SAPPORO,HOKKAIDO 060,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 23期

关键词：

D O I：

10.1021/jo00128a024

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed cross-coupling reaction of the pinacol ester of diboronic acid [(Me(4)C(2)O(2))BB(O(2)C(2)Me(4)), 1] with haloarenes gave a direct procedure for arylboronic esters from aryl halides in a range of 60-98%. The reaction was catalyzed by PdCl2(dppf) (3 mol %) at 80 degrees C in the presence of KOAc (3 equiv) in DMSO and available with various functional groups such as nitro, cyano, ester, and carbonyl groups. The trans-ArPd(II)(OAc)(PPh(3))(2) intermediate was isolated and characterized to propose the catalytic cycle involving the transmetalation between the phenylpalladium(II) acetate complex and 1.

引用

页码：7508 / 7510

页数：3

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