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Updated: Feb 4, 2026

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Published on: November 15, 2017
Borocyclopropanation of Styrenes Mediated by UV-light Under Continuous Flow Conditions
Morgane Sayes1, Guillaume Benoit1, André B Charette1
1Faculty of Arts and Sciences, Department of Chemistry, Université de Montreal, P.O. Box 6128 Station Downtown, Montreal, Quebec, H3C 3J7, Canada.
Abstract:
Herein, we report a user-friendly and metal-free UV-A light mediated borocyclopropanation of styrenes using continuous flow technology. A broad range of styrene derivatives can be cyclopropanated in good yields within 1 h residence time to produce highly valuable cyclopropylboronate esters with modest to good diastereoselectivities. The reaction is also applicable to α-substituted styrenes. Mechanistic studies support a photoredox process during which xanthone, a well-known organic photosensitizer, can easily reach a photoexcited state that is available for both an oxidative and a reductive quenching.
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