New one-pot, efficient, and regioselective method for the synthesis of 3-Trifluoromethyl-1H-1-phenylpyrazoles and alkyl 3-carboxylate analogs

Abstract

An efficient and regioselective procedure for the synthesis of a series of alkyl(aryl/heteroaryl) substituted 3-trifluoromethyl-1H-1-phenylpyrazoles and alkyl 3-carboxylate analogs, from the cyclocondensation reactions of 4-alkoxy-1,1,1-trihaloalk-3-en-2-ones [CX 3C(O)CR 2=CR 1(OMe/OEt), where R 1 = H, Me, Ph, 2-Furyl; R 2 = H; R 1-R 2 = -C 4H 8- and X = F, Cl] and 1-phenylsemicarbazide in an acidified alcoholic medium (R 3OH/H 2SO 4), where R 3 = Me, Et, Pr i was successfully applied and is described here in detail. ©2012 Elsevier Ltd. All rights reserved.