Photoinduced Fe-catalyzed bromination and iodination of unstrained cyclic alcohols?
Organic Chemistry Frontiers Pub Date: 2022-05-23 DOI: 10.1039/D2QO00709F
Abstract
We report a photoinduced iron catalysis for the efficient C–C bond cleavage and bromination or iodination of unstrained tertiary cycloalkanols with NBS/NIS. The reaction features good functional group tolerance and high yields under mild conditions and provides a powerful tool for the preparation of remote halogenated alkyl ketones. The products can be converted via nucleophilic substitution or cross-coupling to other valuable molecules, such as haloperidol, fluanisone, and azabuperone, demonstrating the synthetic value of this reaction.
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Journal Name:Organic Chemistry Frontiers
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CAS no.: 89640-58-4