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Ligand‐Free Copper‐Catalyzed Arylation of Phosphonamides and Phosphinamides with Aryl Siloxanes
Author(s) -
Zhong Longjin,
Su Qiong,
Xiao Jing,
Peng Zhihong,
Dong Wanrong,
Zhang Yingjun,
An Delie
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700110
Subject(s) - chemistry , aryl , catalysis , copper , ligand (biochemistry) , combinatorial chemistry , organic chemistry , polymer chemistry , receptor , biochemistry , alkyl
Abstract A general arylation protocol between phosphonamides and phosphinamides with aryl siloxanes is herein described. The reaction proceeded in the presence of catalytic amounts of Cu(OAc) 2 and tetra‐ n ‐butylammonium fluoride (TBAF) and in the absence of any external ligands. The arylated products were obtained in high efficiency (up to 88 % yields), and the reaction demonstrated good substituent tolerance (up to 26 examples). Furthermore, competition experiments revealed that the amino groups of the phosphonamides and phosphinamides have similar activities under the reaction conditions.