Premium
Practical Synthesis of Phosphinic Amides/Phosphoramidates through Catalytic Oxidative Coupling of Amines and P(O)−H Compounds
Author(s) -
Tan Chen,
Liu Xinyuan,
Jia Huanxin,
Zhao Xiaowen,
Chen Jian,
Wang Zhiyong,
Tan Jiajing
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201904237
Subject(s) - phosphoramidate , chemistry , oxidative coupling of methane , combinatorial chemistry , reagent , catalysis , stereospecificity , oxidative phosphorylation , surface modification , reaction conditions , coupling reaction , organic chemistry , stereochemistry , biochemistry
Herein, we report a highly efficient ZnI 2 ‐triggered oxidative cross‐coupling reaction of P(O)−H compounds and amines. This operationally simple protocol provides unprecedented generic access to phosphinic amides/phosphoramidate derivatives in good yields and short reaction time. Besides, the reaction proceeds under mild conditions, which avoids the use of hazardous reagents, and is applicable to scale‐up syntheses as well as late‐stage functionalization of drug molecules. The stereospecific coupling is also achieved from readily available optically enriched P(O)−H compounds.