Synthesis of 4-alkyl-3-bromo-2(5H)-furanones and unsymmetrically disubstituted 3,4-dialkyl-2(5H)-furanones by palladium-catalyzed cross-coupling reactions

被引：49

作者：

Bellina, F ^{[1
]}

Anselmi, C ^{[1
]}

Rossi, R ^{[1
]}

机构：

[1] Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 23期

关键词：

D O I：

10.1016/S0040-4039(01)00609-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Easily available 3,4-dibromo-2(5H)-furanone undergoes a regioselective cross-coupling reaction with alkylboronic acids in the presence of catalytic amounts of PdCl2( MeCN)(2) and AsPh3 and a large molal excess of Ag2O to provide the corresponding 4-alkyl-3-bromo-2(5H)-furanones in satisfactory yields. These monobromo derivatives have proven to be useful precursors to unsymmetrically substituted 3,3-dialkyl-2(5H)-furanones which include the racemic form of naturally occurring seiridin. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：3851 / 3854

页数：4

共 46 条

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