Paterno-Buchi photochemical [2+2] cycloaddition of aromatic carbonyl compounds with 2-siloxy-1H-pyrrole derivatives†

The purpose of this study was to explore regioselectivity and stereoselectivity in the Patern Buchi reaction of pyrrole derivatives. The regioselective formation of a bicyclic oxetane in the Paterno Buchi reaction of 2-siloxypyrrole with benzophenone was reported for the first time, and a mechanism involving the distribution of the intermediary triplet diradicals was proposed to account for the regioselectivity of the reaction. Copyright (C) 2016 John Wiley & Sons, Ltd.