Federica Minuto, Emanuele Farinini, Serena De Negri, Riccardo Leardi, Davide Ravelli, Pavlo Solokha, Andrea Basso
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Two photons are better than one: continuous flow synthesis of ꞵ-lactones through a doubly photochemically-activated Paternò-Büchi reaction
In this paper we report a [2 + 2] cycloaddition reaction between ketenes and benzils, characterized by an unusual double photochemical activation triggered by visible light. Employment of a flow system and optimization of reaction conditions through Design of Experiments resulted in moderate to good yields of the corresponding β-lactones. A thorough computational analysis allowed to elucidate the mechanism of the reaction and justify the observed diastereoselectivity. The reaction was also successfully tested with mixed benzils, showing complete regioselectivity.
期刊介绍：
The main focus of the journal is flow chemistry in inorganic, organic, analytical and process chemistry in the academic research as well as in applied research and development in the pharmaceutical, agrochemical, fine-chemical, petro- chemical, fragrance industry.
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