PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF ORGANOBORON COMPOUNDS WITH ORGANIC TRIFLATES

被引：353

作者：

OHE, T ^{[1
]}

MIYAURA, N ^{[1
]}

SUZUKI, A ^{[1
]}

机构：

[1] HOKKAIDO UNIV,FAC ENGN,DEPT APPL CHEM,SAPPORO,HOKKAIDO 060,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 08期

关键词：

D O I：

10.1021/jo00060a041

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cross-coupling reaction of 9-alkyl-9-borabicyclo[3.3.1]nonane (9-R-9-BBN), 1-alkenyl-1,3,2-benzodioxaborole, or aryl boronic acid with 1-alkenyl or aryl triflates in the presence of K3PO4 (1.5 equiv) and a catalytic amount of Pd(PPh3)4 or Cl2Pd(dppf) resulted in high yields. The reaction conditions are sufficiently mild so that a variety of functionalized alkenes, alkadienes, and arenes are readily obtained. The utility of the present reaction was demonstrated by the cyclization of omega-alkenyl triflates leading to a benzo-fused cycloalkene and bicyclic alkene via a hydroboration-intramolecular coupling sequence.

引用

页码：2201 / 2208

页数：8

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