Ligand-free copper-catalyzed denitrogenative arylation of phosphorylamides with arylhydrazines

被引:2
|
作者
Zhu, Qiao [1 ,2 ,3 ]
Che, Shiying [1 ,2 ,3 ]
Luo, Zhenghong [2 ,3 ]
Zhao, Zijian [1 ,2 ,3 ]
机构
[1] Shaanxi Univ Chinese Med, Coll Pharm, Xianyang, Shaanxi, Peoples R China
[2] Huaihua Univ, Sch Chem & Mat Sci, Huaidong Rd 180, Huaihua 418000, Hunan, Peoples R China
[3] Huaihua Univ, Key Lab Res & Utilizat Ethnomed Plant Resources H, Huaihua, Hunan, Peoples R China
关键词
Arylhydrazines; copper catalysis; denitrogenative arylation; ligand-free; phosphorylamides; CHIRAL PHOSPHORUS LIGANDS; N-ARYLATION; ASYMMETRIC-SYNTHESIS; PHOSPHONAMIDES; PHOSPHINAMIDES; SULFONAMIDES; DERIVATIVES; CYCLIZATION; INHIBITORS; AMINES;
D O I
10.1080/00397911.2020.1725577
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A straightforward arylation of phosphorylamides with arylhydrazines hydrochloride was herein demonstrated. The protocol proceeded in the presence of a catalytic loading of Cu(OAc)(2) as the catalyst, DTBP as the external oxidant and Cs2CO3 as the base, but without any ligands. And a series of N-aryl phosphorylamides were successfully obtained in high efficiency (up to 93% yields) with good substituents compatibility (up to 30 examples). Free radical mechanism was proposed for the facile methodology based on the results of control reactions and literature explorations.
引用
收藏
页码:947 / 957
页数:11
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