Tetrahedron

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

P Cuadrado, AM González-Nogal, S Martínez

Index: Cuadrado, Purificacion; Gonzalez-Nogal, Ana M.; Martinez, Senen Tetrahedron, 1997 , vol. 53, # 25 p. 8585 - 8598

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Citation Number: 12

Abstract

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 ...