T Hosseinnejad - Department of Chemistry, Faculty of Science, Alzahra University, Vanak, Tehran, Iran
M. M. Heravi - Department of Chemistry, Faculty of Science, Alzahra University, Vanak, Tehran, Iran
R Firouzi - Chemistry & Chemical Engineering Research Center of Iran (CCERCI) P. O. Box ۱۴۳۳۵-۱۸۶, Tehran, Iran

Although many efforts have been devoted to the preparation of ۱,۲,۴ - triazoles by palladium catalyzed annulations strategies [۱], the recent work of Heravi et al.[۲] have led to a regioisomeric substituted thiazolo [۳,۲-b]۱,۲,۴ triazoles with high yield and good regioselectivity during Sonogashira coupling reaction. The main objective of this study is to computationally investigate the underlying reasons for the experimentally observed regioselectivity in Sonogashira synthesis of ۶-(۴-nitrobenzyl)-۲-phenylthiazolo [۳,۲-b]۱,۲,۴ triazole [۲] (expressed as isomer ۳) in the gas and solution phases from the structural and thermodynamic viewpoints via density functional theory (DFT) calculations

Density functional theory, Polarized continuum model, Sonogashira reaction, Regioselectivity, ۱,۲,۴ Triazoles.