Tetrahedron

Phosphorus (V)-catalyzed deoxydichlorination reactions of aldehydes

J An, X Tang, J Moore, W Lewis, RM Denton

Index: An, Jie; Tang, Xiaoping; Moore, Joshua; Lewis, William; Denton, Ross M. Tetrahedron, 2013 , vol. 69, # 41 p. 8769 - 8776

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Citation Number: 9

Abstract

Abstract 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 ...