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PTSA-catalyzed Mannich-type-cyclization-oxidation tandem reactions: one-pot synthesis of 1,3,5-substituted pyrazoles from aldehydes, hydrazines and alkynes.

Organic & biomolecular chemistry (2012-05-18)
Pei Liu, Ying-Ming Pan, Yan-Li Xu, Heng-Shan Wang
ABSTRACT

A convenient one-pot Mannich-type-cyclization-oxidation tandem process has been developed for the synthesis of 1,3,5-trisubstituted pyrazoles derivatives from aldehydes, hydrazines and alkynes using p-toluenesulfonic acid monohydrate (PTSA) as a multifunctional catalyst. This method provides a flexible and rapid route to 1,3,5-trisubstituted pyrazoles.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
p-Toluenesulfonic acid monohydrate, ACS reagent, ≥98.5%
Sigma-Aldrich
p-Toluenesulfonic acid monohydrate, ReagentPlus®, ≥98%
Sigma-Aldrich
Sodium p-toluenesulfonate, 95%
Sigma-Aldrich
Silver p-toluenesulfonate, ≥99%
Sigma-Aldrich
Zinc p-toluenesulfonate hydrate

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