Synthesis of 3-Carbamoyl β-Lactams via Manganese(III)-Promoted Cyclization of N-Alkenylmalonamides

被引:4
作者
Punda, Pawel [1 ]
Ponikiewski, Lukasz [1 ]
Makowiec, Slawomir [1 ]
机构
[1] Gdansk Univ Technol, Fac Chem, Dept Organ Chem, PL-80952 Gdansk, Poland
关键词
Cyclization reactions; Manganese(III) acetate; Lactams; Malonamides; N-alkenyl-; RADICAL CYCLIZATION; ENAMIDES;
D O I
10.1002/hlca.201200646
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Manganese(III)-promoted cyclization of N-alkenylmalonamides (=N-alkenylpropanediamides) gave 3-(aryl/(alkylamino)carbonyl) -lactams as well as 3-(aryl/(alkylamino)thiocarbonyl) -lactams. The relative configuration of the obtained products was unambiguously determined by X-ray crystallography. The proposed method is very useful for the one-pot synthesis of a number of 3-(aryl/(alkylamino)carbonyl) -lactams, especially those containing an amino(thiocarbonyl) moiety, which are not selectively accessible by other methods.
引用
收藏
页码:2081 / 2091
页数:11
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