Fluorinated Ketones as Trapping Reagents for Visible-Light-Induced Singlet Nucleophilic Carbenes
Daniel L. Priebbenow*, Rowan L. Pilkington, Kyle N. Hearn and Anastasios Polyzos
*School of Chemistry, The University of Melbourne, Parkville 3010, Victoria, Australia,
Email: daniel.priebbenow
unimelb.edu.au
D. L. Priebbenow, R. L. Pilkington, K. N. Hearn, A. Polyzos, Org. Lett., 2021, 23, 2783-2789.
DOI: 10.1021/acs.orglett.1c00708
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Abstract
Visible-light-induced singlet nucleophilic carbene intermediates can be trapped by fluorinated ketones via 1,2-carbonyl addition to afford benzoin-type products. This efficient, user-friendly, and scalable process provides fluorinated tertiary alcohol derivatives without exogenous catalysts or additives.
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proposed mechanism
Key Words
benzoins, trifluoromethyl carbinols, photochemistry
ID: J54-Y2021
