Phosphorus(V)-catalyzed deoxydichlorination reactions of aldehydes

被引：36
作者：
An, Jie [1 ]
Tang, Xiaoping [1 ]
Moore, Joshua [1 ]
Lewis, William [1 ]
Denton, Ross M. [1 ]
机构：
[1] Univ Nottingham, Dept Chem, Nottingham NG7 2RD, England
来源：
TETRAHEDRON | 2013年 / 69卷 / 41期
基金：
英国工程与自然科学研究理事会;
关键词：
1,1-Dichloride; Aldehydes; Catalysis; Phosphine oxides; ORGANIC-SYNTHESIS; BENZAL HALIDES; ACID-CHLORIDES; CONVERSION; DICHLORIDES; SUBSTITUTION; OLEFINATION; PALLADIUM; REDUCTION; REAGENTS;
D O I：
10.1016/j.tet.2013.07.100
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A phosphine oxide-catalyzed conversion of aldehydes into 1,1-dichlorides is reported. The reaction proceeds via a phosphorus(V)-catalysis manifold in which phosphine oxide turnover is achieved using oxalyl chloride as a consumable reagent. The new method is applicable to a range of aldehydes and, in combination with palladium-catalyzed reductive dimerization, gives rise to a new catalytic approach to the synthesis of stilbenes and a short formal synthesis of resveratrol. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8769 / 8776
页数：8
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