Synthesis of Trifluoromethylated Tetrahydrochromeno[2,3-c]pyrazol-5(1H)-ones via a One-Pot Multicomponent Reaction in the Presence of 4-Toluenesulfonic Acid

Abstract

An efficient one-pot multicomponent synthesis of trifluoromethylated tetrahydrochromeno[2,3-c]pyrazol-5(1H)-one derivatives by the reaction of an aromatic aldehyde, a cyclohexane-1,3-dione, and 2-phenyl-5-(trifluoromethyl)-2,4-dihydro-3H-pyrazol-3-one in the presence of 4-toluenesulfonic acid is described; the reaction has good yields and good functional group tolerance. 4-Toluenesulfonic acid plays a dual role as both catalyst and dehydrating agent in the conversion. In addition, a possible mechanism for the reaction is proposed.

Key words

fluorinated heterocycles - Michael addition - cyclization - multicomponent reaction

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