Cobalt-catalyzed intermolecular [2+2+2] cycloaddition for the synthesis of 1,3-cyclohexadienes

被引：45

作者：

Hilt, Gerhard ^{[1
]}

Paul, Anna ^{[1
]}

Harms, Klaus ^{[1
]}

机构：

[1] Univ Marburg, Fachbereich Chem, D-35043 Marburg, Germany

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 13期

关键词：

D O I：

10.1021/jo800735x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A cobalt(I)-catalyzed [2 + 2 + 2] cycloaddition reaction between an internal acceptor-substituted alkyne and a terminal alkene leads to the formation of regiochemically enriched polysubstituted 1,3-cyclohexadione derivatives in acceptable yields when methyl butynoate is used, whereas regiochemically pure products are formed in good yields form phenyl propyonate. The concurrent cyclotrimerization reaction of the alkyne to the corresponding benzene derivative is dependent on the sterical bulk of the alkyne and is considerably reduced with the sterically more hindered alkyne.

引用

页码：5187 / 5190

页数：4

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