Domino allylation and cyclization of ortho-alkynylbenzaldehydes with allyltrimethylsilane catalyzed by Pd(II)-Cu(II) bimetallic systems

被引：89

作者：

Asao, N ^{[1
]}

Chan, CS ^{[1
]}

Takahashi, K ^{[1
]}

Yamamoto, Y ^{[1
]}

机构：

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

来源：

TETRAHEDRON | 2005年 / 61卷 / 48期

关键词：

domino reaction; bimetallic catalyst; allyltrimethylsilane; cyclization; isochromene skeleton; ortho-alkynylbenzaldehyde; palladium; copper;

D O I：

10.1016/j.tet.2005.09.012

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of ortho-alkynylated benzaldehydes 1 with allyltrimethylsilane under the Pd(OAc)(2)-CuCl2 catalyst system gave the isochromene derivatives 2 together with the chlorinated products 3. When the reaction was conducted in the presence of half equiv of H2O, the formation of 3 was suppressed and 2 was obtained in good to high yields. When the reaction of la was carried out with trimethylsilylcyanide instead of allylsilane, the cyano group-substituted isochromene 9 was obtained in 94% yield. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：11322 / 11326

页数：5

共 33 条

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