Silver catalyzed zinc Barbier reaction of benzylic halides in water

被引：35

作者：

Bieber, LW ^{[1
]}

Storch, EC ^{[1
]}

Malvestiti, I ^{[1
]}

da Silva, MF ^{[1
]}

机构：

[1] Univ Fed Pernambuco, Dept Quim Fundamental, BR-50670901 Recife, PE, Brazil

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 51期

关键词：

Barbier reaction; silver catalysis; addition; dimerization; reduction;

D O I：

10.1016/S0040-4039(98)02199-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzylic chlorides react in aqueous dibasic potassium phosphate under silver catalysis with aromatic aldehydes in the presence of zinc dust to give 1,2-diaryl alcohols in moderate to good yields. Dimerization to bibenzyls and reduction of the halide are important side reactions. A wide range of substituted aromatic and heteroaromatic aldehydes and of substituted benzylic chlorides can be used. Aliphatic aldehydes and ketones are unreactive. A mechanism of two SET on the metal surface is discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：9393 / 9396

页数：4

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