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通过钯催化芳酰肼与磷氢化合物的脱羰基偶联实现一般氧化芳基碳-磷键的形成

General Oxidative Aryl C-P Bond Formation through Palladium-Catalyzed Decarbonylative Coupling of Aroylhydrazides with P(O)H Compounds.

作者信息

Dong Jianyu, Liu Long, Ji Xuyu, Shang Qian, Liu Lixin, Su Lebin, Chen Bing, Kan Ruifeng, Zhou Yongbo, Yin Shuang-Feng, Han Li-Biao

机构信息

State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering , Hunan University , Changsha 410082 , China.

Department of Educational Science , Hunan First Normal University , Changsha 410205 , China.

出版信息

Org Lett. 2019 May 3;21(9):3198-3203. doi: 10.1021/acs.orglett.9b00922. Epub 2019 Apr 18.

Abstract

Oxidative C-C/P-H cross-coupling is achieved via Pd-catalyzed decarbonylative cross-coupling of aroylhydrazides with P(O)H compounds. The unique cooperative reaction system, especially the Brønsted acid and bidentate phosphine ligand, allows the selective activation of the inert C-C bond and the suppression of the undesired oxidation and coordination of >P(O)-H compounds, leading to a general oxidative synthesis of aryl phosphorus compounds from easily available substrates.

摘要

通过钯催化芳酰肼与P(O)H化合物的脱羰交叉偶联实现氧化C-C/P-H交叉偶联。独特的协同反应体系,特别是布朗斯特酸和双齿膦配体,能够选择性地活化惰性C-C键,并抑制> P(O)-H化合物不期望的氧化和配位,从而从容易获得的底物出发,实现芳基磷化合物的通用氧化合成。

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