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Report | Regular issue | Vol 23, No. 11, 1985, pp.2895-2906
Published online, 1st January, 1970
DOI: 10.3987/R-1985-11-2895
Synthesis by Phase Transfer Catalysis of N-Benzyl, N-Diphenylmethyl and N-Triphenylmethyl Azoles and Benzazoles: Proton NMR and Chromatographic Data as a Tool for Identification

Rosa Ma. Claramunt,* José Elguero, and Rafael Garceran

*Química Orgánica, Universidad Nacional de Educacíon a Distancia, Cantoblanco, 28049-Madrid, Spain

Abstract

Pyrazole, imidazole, 1,2,4-triazole, indazole and benzotriazole were alkylated under phase transfer catalysis (PTC) with benzyl-, diphenylmethyl- and trityl chloride. Alkylation occurred only at the ring nitrogen atoms of the heterocycle, except for indazole in which substitution took also place at position 3. A systematic study of the N- and C-substituted derivatives by proton NMR and chromatographic techniques has been done.