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钯(II)催化的芳磺酰基腙与腈的脱氮和脱硫加成反应。

Pd(II)-Catalyzed Denitrogenative and Desulfinative Addition of Arylsulfonyl Hydrazides with Nitriles.

机构信息

Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process , Shaoxing University , Shaoxing 312000 , People's Republic of China.

出版信息

J Org Chem. 2018 Mar 16;83(6):3275-3284. doi: 10.1021/acs.joc.8b00211. Epub 2018 Mar 8.

Abstract

A Pd(II)-catalyzed denitrogenative and desulfinative addition of arylsulfonyl hydrazides with nitriles has been successfully achieved under mild conditions. This transformation is a new method for the addition reaction to nitriles with arylsulfonyl hydrazides as arylating agent, thus providing an alternative synthesis of aryl ketones. The reported addition reaction is tolerant to many common functional groups, and works well in the presence of electron-donating and electron-withdrawing substituents. Notably, the reported denitrogenative and desulfinative addition was also appropriate for alkyl nitriles, making this newly developed transformation attractive.

摘要

在温和条件下,成功实现了芳基磺酰基腙与腈的 Pd(II)催化的脱氮和脱硫加成。这种转化是芳基磺酰基腙作为芳基化试剂与腈加成反应的新方法,为芳基酮的合成提供了一种替代方法。所报道的加成反应对许多常见的官能团具有耐受性,并且在供电子和吸电子取代基存在下也能很好地进行。值得注意的是,所报道的脱氮和脱硫加成也适用于烷基腈,使得这一新开发的转化具有吸引力。

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