Oxidative C(sp2)-H Phosphonation of Aldehyde Hydrazones

被引:67
|
作者
Xu, Pan [1 ]
Wu, Zhongkai [1 ]
Zhou, Nengneng [1 ]
Zhu, Chengjian [1 ,2 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China
[2] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H BONDS; ELECTROPHILIC SUBSTITUTION; ALPHA-AMINOPHOSPHONATES; PHOSPHORYLATION; N; N-DIALKYLHYDRAZONES; FUNCTIONALIZATION; DIFLUOROALKYLATION; HYDROGENATION; INHIBITORS; LIGANDS;
D O I
10.1021/acs.orglett.6b00257
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A K2S2O8/Cu(OAc)(2)-mediated oxidative C-H/P-H cross coupling of aldehyde hydrazones with diphenylphosphine oxide for the direct preparation of functionalized alpha-iminophosphine oxides is reported. The reaction shows good functional group tolerance and proceeds smoothly under mild conditions. This strategic protocol for C-P bond formation is facilitated by a net oxidative aminyl radical polar crossover process.
引用
收藏
页码:1143 / 1145
页数:3
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