Rh-Catalyzed Denitrogenative Reaction of N-Sulfonyl-1,2,3-triazoles with Isatoic Anhydrides and Oxadiazolones

被引:37
作者
Pal, Kuntal [1 ]
Hoque, Abdul [1 ]
Volla, Chandra M. R. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
关键词
benzoxazinones; isatoic anhydride; nitrogen; rhodium; triazoles; RHODIUM(II) AZAVINYL CARBENES; H FUNCTIONALIZATION REACTIONS; HUMAN-LEUKOCYTE ELASTASE; TERMINAL ALKYNES; DIASTEREOSELECTIVE SYNTHESIS; CARBONYLATIVE SYNTHESIS; EFFICIENT SYNTHESIS; FACILE SYNTHESIS; SULFONYL AZIDES; TRANSANNULATION;
D O I
10.1002/chem.201705036
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A convenient and simple, Rh-II-catalyzed denitrogenative method for the synthesis of biologically interesting 2-amino-benzoxazinones and 5-amino-oxadiazoles from readily available isatoic anhydrides and oxadiazolones has been developed. These reactions proceed via an O-H insertion onto alpha-imino Rh-II-carbenoid species followed by a rearrangement. The scope of the reaction can also be extended to benzoxazinones to access amino-substituted benzoxazines.
引用
收藏
页码:2558 / 2564
页数:7
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