Regioselective synthesis of polysubstituted pyrazoles and isoxazoles

…, M Wang, S Zhang, MV Voronkov…

Index: Katritzky; Wang; Zhang; Voronkov; Steel Journal of Organic Chemistry, 2001 , vol. 66, # 20 p. 6787 - 6791

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Citation Number: 169

Abstract

A regioselective synthesis has been developed for the preparation of unsymmetrical 1, 3, 5- triaryl-4-alkylpyrazolines and-pyrazoles by treatment of α-benzotriazolyl-α, β-unsaturated ketones with monosubstituted hydrazines followed by alkylation at the 4-position of the pyrazoline ring. Reaction of α-benzotriazolyl-α, β-unsaturated ketones with hydroxylamine gives 3, 5-disubstituted isoxazoles regioselectively.

~54%

~69%

~78%

~61%

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