Base-promoted synthesis of 1H,3H-pyrrolo[1,2-c]thiazol-3-imine derivatives via [3+2] annulation of 2-alkynylpyrroles with isothiocyanates

Base-promoted [3+2] annulation of 2-alkynyl pyrrole with isothiocyanate affording 1H,3H-pyrrolo[1,2-c] thiazol-3-imine derivatives has been developed. The control experiments suggest that the reaction proceeds via simple nucleophilic attack followed by intramolecular addition. The present cascade reaction provides a facile one-pot synthesis of 1H,3H-pyrrolo[1,2-c]thiazol-3-imine derivatives under mild conditions with good yields and high regioselectivity. (C) 2016 Elsevier Ltd. All rights reserved.