Synthesis of ethyl 2-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)-4H/2H-chromene-3-carboxylates by cycloaddition of ethyl 2-(azidomethyl)-4H-chromene-3-carboxylates with alkynes

Abstract

The cycloaddition reaction has been carried out between ethyl 2-(azidomethyl)-4H-chromene-3-carboxylates and phenylacetylenes/ activated alkynes. Phenylacetylene, 4-fluorophenylacetylene were provided mixture of 2H- and 4H-triazolylchromene-3-carboxylates, whereas methyl, methoxyphenylacetylene and acetylenedicarboxylates were provided exclusively 2H-triazolylchromene-3-carboxylates. Interestingly, prop-2-yn-1-ol and ethyl propiolate were provided exclusively 4H-triazolylchromene-3-carboxylates.