Facile One-Pot Synthesis of 3,5-Disubstituted 1H-Pyrazoles from Propargylic Alcohols via Propargyl Hydrazides

Chada Raji Reddy*, Jonnalagadda Vijaykumar, René Grée

*Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India, Email: rajireddyiict.res.in

C. R. Reddy, J. Vijaykumar, R. Grée, Synthesis, 2013, 45, 830-836.

DOI: 10.1055/s-0032-1316856

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Abstract

A new and efficient metal-free, two-component, one-pot approach to a variety of 3,5-disubstituted 1H-pyrazoles from propargylic alcohols in good overall yields proceeds via an acid-catalyzed propargylation of N,N-diprotected hydrazines followed by base-mediated 5-endo-dig cyclization.

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Key Words

pyrazoles, propargylic alcohols, one-pot reaction, acid catalysis, hydrazines

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ID: J66-Y2013-0730