Use of acetate as a leaving group in palladium-catalyzed nucleophilic substitution of benzylic esters

被引：34
作者：
Yokogi, Masashi [1 ]
Kuwano, Ryoichi [1 ]
机构：
[1] Kyushu Univ, Grad Sch Sci, Dept Chem, Higashi Ku, Fukuoka 8128581, Japan
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 35期
关键词：
palladium; homogeneous catalysis; nucleophilic substitution; benzyl acetate;
D O I：
10.1016/j.tetlet.2007.06.157
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The palladium complex prepared in situ from [Pd(eta(3)-C3H5)(cod)]BF4 and bidentate phosphine DPPF was a good catalyst for the nucleophilic substitution of benzyl acetate. Significant acceleration of the palladium-catalyzed substitution was observed when an alcohol was employed as a reaction solvent. The palladium catalyst was effective for the benzylation of various stabilized carbanions, amines, and benzenesulfinate with benzylic acetates. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6109 / 6112
页数：4
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