Construction of C-P Bonds from Free Cyclobutanone Oximes and Chlorophosphines via Radical-Radical Coupling

被引:7
作者
Yang, Lulu
Wu, Jiale [1 ]
Li, Yang [1 ]
Tang, Yuhai [1 ]
Li, Jing [1 ]
Xu, Silong [1 ]
机构
[1] Xi An Jiao Tong Univ, Ctr Energy Storage Mat & Devices, Sch Chem & Engn Res, Minist Educ, Xian 710049, Peoples R China
基金
中国国家自然科学基金;
关键词
TERVALENT PHOSPHORUS-COMPOUNDS; ACID; REACTIVITY; PHOSPHONYLATION; SUBSTITUTION; DERIVATIVES; INHIBITORS; EFFICIENT;
D O I
10.1021/acs.orglett.4c00799
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report a catalyst-free reaction of cyclobutanone oximes with chlorophosphines (R2PCl), which forms a fragile C & boxH;N-O-PR2 species that undergoes N-O homolysis, fragmentation, and radical-radical coupling, leading to the formation of cyano-containing phosphine oxides in good yields. The reaction features an in situ activation of cyclobutanone oximes for radical generation, in which R2PCl plays a dual role as both an activator and a reactant.
引用
收藏
页码:3208 / 3212
页数:5
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