Untitled

Abstract

The mechanism the regioselectivity of prop-2-yn-1-ol 4 with Azido-benzene, 4-Azido-benzonitrile and 1-Azido-4-nitro-benzene in [3+2] cycloaddition, have been theoretically studied using DFT methods at the B3LYP/6-311 G (d,p) computational level. The possible ortho/meta regioselective channels were explored and characterized. Analysis of the free energies associated with the different reaction pathways indicates that the 32CA reactions of the between prop-2-yn-1-ol 4 and azides 1, 2 and 3 are highly meta regioselectivities, in agreement with the experimental results.