Copper-catalyzed aminohalogenation using the 2-NsNCl2/2-NsNHNa combination as the nitrogen and halogen sources for the synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-arylpropionates

被引:92
作者
Li, GG [1 ]
Wei, HX [1 ]
Kim, SH [1 ]
机构
[1] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
关键词
D O I
10.1021/ol000120b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] New regio- and stereoselective aminohalogenation of cinnamic esters has been developed using the combination of 5-NsNCl(2)/NsNHNa as the nitrogen and chlorine sources and copper(I) triflate as the catalyst. The new procedure provides an efficient synthesis of anti-alkyl 3-chloro-2-(o-nitrobenzenesulfonamido)-3-phenylpropionate derivatives. Nine examples are presented with good yields (62-82%) and stereoselectivity ((5:1)-(30:)).
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页码:2249 / 2252
页数:4
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