A novel copper-catalyzed reductive coupling of N-tosylhydrazones with H-phosphorus oxides
作者:Lei Wu、Xiǎo Zhang、Qing-Qing Chen、An-Kun Zhou
DOI:10.1039/c2ob26414e
日期:——
We report here a novel C(sp3)–P bonds formation via copper-catalyzed reductive coupling of N-tosylhydrazones with H-phosphorus oxides. A variety of aliphatic and aromatic substrates bearing electron-rich and electron-deficient substituents affords phosphine oxide derivatives with moderate to good yields. This work suggests a new transformation of aldehydes/ketones via N-tosylhydrazones to organophosphorus
The C(sp(3))-P bond forming reaction utilizing N-tosylhydrazones as readily available alkylating reagents was developed, which provides a new opportunity for preparing phosphine oxide derivatives with moderate to good yields. This reductive coupling reaction is proposed to proceed through an insertion of copper carbene into P-H bond of H-phosphorus oxides. The salient features of the reaction are operational simplicity and functional-group tolerance. (C) 2012 Elsevier Ltd. All rights reserved.
Cheruku, Pradeep; Paptchikhine, Alexander; Church, Tamara L., Journal of the American Chemical Society, 2009, vol. 131, p. 8285 - 8289
作者:Cheruku, Pradeep、Paptchikhine, Alexander、Church, Tamara L.、Andersson, Pher G.
DOI:——
日期:——
Ph2PI as a reduction/phosphination reagent: providing easy access to phosphine oxides
作者:Feijun Wang、Mingliang Qu、Feng Chen、Qin Xu、Min Shi
DOI:10.1039/c2cc33908k
日期:——
The reaction of aldehydes with Ph2PI provides a facile way to the synthesis of pentavalent phosphine compounds with moderate to good yields.