Zhang, Jinlei;
Selmi-Higashi, Elias;
Zhang, Shen;
Jean, Alexandre;
Hilton, Stephen T;
Cambeiro, Xacobe C;
Arseniyadis, Stellios;
(2024)
Synthesis of CHF2-Containing Heterocycles through Oxy-difluoromethylation Using Low-Cost 3D Printed PhotoFlow Reactors.
Organic Letters
10.1021/acs.orglett.3c03997.
(In press).
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Abstract
We report here a highly straightforward access to a variety of CHF2-containing heterocycles, including lactones, tetrahydrofurans, tetrahydropyrans, benzolactones, phthalanes, and pyrrolidines, through a visible light-mediated intramolecular oxy-difluoromethylation under continuous flow. The method, which relies on the use of readily available starting materials, low-cost 3D printed photoflow reactors, and difluoromethyltriphenylphosphonium bromide used here as a CHF2 radical precursor, is practical and scalable and provides the desired products in moderate to excellent yields and excellent regio- and stereoselectivities.
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