Studies on organophosphorus compounds 104. Reaction of carbanions derived from alkylphosphonates  

作　　者：李超忠 袁承业 

机构地区：[1]Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

出　　处：《Chinese Journal of Chemistry》1999年第6期685-690,6,共7页中国化学（英文版）

基　　金：Project (No. 29672042, 29832050) supported by the National Natural Science Foundation of China.

摘　　要： Structural effect of substituents directly bonded to carbanions bearing a phosphorate moiety is examined. Nucleophihc addition of phosphonate carbanion to 1-nitroalkene followed by subsequent reaction with chlorotrimethylsilane leads to a series of 2-isoxazoline based on the formation of an alkene and silyl nitronate as a 1,3-dipole. On the other hand, addition of carbanion derived from isocyanomethylphosphonate to nitroalkene with the formation of nitronate followed by intromolecular cyclization provides substituted phosphoryl pyrroles.Structural effect of substituents directly bonded to carbanions bearing a phosphorate moiety is examined. Nucleophihc addition of phosphonate carbanion to 1-nitroalkene followed by subsequent reaction with chlorotrimethylsilane leads to a series of 2-isoxazoline based on the formation of an alkene and silyl nitronate as a 1,3-dipole. On the other hand, addition of carbanion derived from isocyanomethylphosphonate to nitroalkene with the formation of nitronate followed by intromolecular cyclization provides substituted phosphoryl pyrroles.

关 键 词：Phosphonate carbanion 4 5-dihydroisoxazole 1 3-dipole 

分 类 号：O627[理学—有机化学]