SYNTHESIS OF KETONES FROM IODOALKENES, CARBON-MONOXIDE AND 9-ALKYL-9-BORABICYCLO[3,3,1]NONANE DERIVATIVES VIA A RADICAL CYCLIZATION AND PALLADIUM-CATALYZED CARBONYLATIVE CROSS-COUPLING SEQUENCE

被引：76

作者：

ISHIYAMA, T ^{[1
]}

MURATA, M ^{[1
]}

SUZUKI, A ^{[1
]}

MIYAURA, N ^{[1
]}

机构：

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

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1995年 / 03期

关键词：

D O I：

10.1039/c39950000295

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Under irradiation (tungsten lamp), the palladium-catalysed three-component cross-coupling reaction between iodoalkenes such as 6-iodo-1-hexene or their derivatives, carbon monoxide (1 atm) and 9-alkyl- or 9-aryl-9-BBN derivatives (9-BBN = 9-borabicyclo[3.3.1]nonane) produces unsymmetrical ketones in moderate to high yields; the oxidative addition of iodoalkenes to a palladium(0) complex proceeds via a radical process, thus allowing cyclization of the iodoalkenes to five-membered rings prior to the couplings with carbon monoxide and boron reagents.

引用

页码：295 / 296

页数：2

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