β-C(sp2)-H alkylation of enamides using xanthate chemistry

被引:18
作者
Bertho, Sylvain [1 ]
Dondasse, Ismael [1 ]
Retailleau, Pascal [2 ]
Nicolas, Cyril [1 ]
Gillaizeau, Isabelle [1 ]
机构
[1] Univ Orleans, Inst Organ & Analyt Chem, CNRS, ICOA,UMR 7311, Rue Chartres, F-45100 Orleans, France
[2] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
关键词
RADICAL TRANSFER; FUNCTIONALIZATION; ARYLDIAZOACETATES; ALKENYLATION; ALKALOIDS; ENAMINES;
D O I
10.1039/d0nj01209b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Access to the gamma-amino-beta,gamma-unsaturated acyl scaffold was established by applying xanthate chemistry to enamides. This original beta-C(sp(2))-H alkylation is regioselective and exhibits broad substrate scope and good functional group tolerance. The large availability of xanthates is advantageous to the scope of the reaction which combines a radical process and a polar reaction.
引用
收藏
页码:7129 / 7141
页数:13
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