Reactions of pyrazoles and pyrazolium salts with complex metal hydrides and organometallic reagents. Synthesis of pyrazolines and pyrazolidines.

被引:14
作者
Cuadrado, P [1 ]
GonzalezNogal, AM [1 ]
Martinez, S [1 ]
机构
[1] UNIV VALLADOLID,DEPT QUIM ORGAN,E-47011 VALLADOLID,SPAIN
关键词
D O I
10.1016/S0040-4020(97)00514-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Pyrazolin-4-oximes have been synthesized by reaction of 4-nitroso- and 4-nitropyrazoles with complex metal hydrides and organometallic reagents. Furthermore, 4-nitropyrazolium tetrafluoroborates are reactive substrates towards organolithium and Grignard compounds leading to new and highly substituted 4-nitro-3-pyrazolines and 4-nitropyrazolidines. The formation of 3-pyrazolines is regioselective and, when diastereoisomer pyrazolidines are possible, only the most stable 3,4-trans and/or 4,5-trans isomers were obtained. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:8585 / 8598
页数:14
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