The Cleavage of a C-C Bond in Cyclobutylanilines by Visible‐Light Photoredox Catalysis: Development of a [4+2] Annulation Method

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Article - Abstract Only

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Cyclohexenes, Iridium catalyst, N-aryl cyclobutyl amines, Photocatalysis, Small ring systems


We report the first example of an intermolecular [4+2] annulation of cyclobutylanilines with alkynes enabled by visible‐light photocatalysis. Monocyclic and bicyclic cyclobutylanilines successfully undergo the annulation with terminal and internal alkynes to generate a wide variety of amine‐substituted cyclohexenes including new hydrindan and decalin derivatives with good to excellent diastereoselectivity. The reaction is overall redox neutral with perfect atom economy.


Principal Investigator: Nan Zheng

Acknowledgements: We thank the University of Arkansas, the Arkansas Bioscience Institute, the National Institutes of Health (NIH) (grant number P30 GM103450) from the National Institute of General Medical Sciences, and NSF Career Award (Award Number CHE‐1255539) for generous support of this research.

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