An efficient route to 2,6-disubstituted styrenes via the palladium-catalyzed [4+2] cyclodimerization of conjugated enynes

被引：41

作者：

Gevorgyan, V ^{[1
]}

Tando, K ^{[1
]}

Uchiyama, N ^{[1
]}

Yamamoto, Y ^{[1
]}

机构：

[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 20期

关键词：

D O I：

10.1021/jo980967+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and general method for the synthesis of 2,6-disubstituted styrenes 5 via the palladium-catalyzed [4+2] homobenzannulation of conjugated enynes 4 was developed. In all cases, the reactions proceeded in regiospecific manner, affording the disubstituted styrenes, bearing various functional groups at the 2 and 6 positions of the benzene ring, as a single reaction product in good to excellent yields. Initial attempts at cross-cycloaddition of two different enynes indicated low degrees of chemoselectivity of this process. Accordingly, the cross-dimerization products 6 in all cases were accompanied with notable amounts of the chemoisomeric homodimers 5.

引用

页码：7022 / 7025

页数：4

共 34 条

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