Journal of the American Chemical Society
Journal of the American Chemical Society
4 years ago

Anti-Markovnikov Hydroarylation of Unactivated Olefins via Pyridyl Radical Intermediates

Anti-Markovnikov Hydroarylation of Unactivated Olefins via Pyridyl Radical Intermediates
Nathan T. Jui, Martin-Louis Y. Riu, Allyson J. Boyington
The intermolecular alkylation of pyridine units with simple alkenes has been achieved via a photoredox radical mechanism. This process occurs with complete regiocontrol, where single-electron reduction of halogenated pyridines regiospecifically yields the corresponding radicals in a programmed fashion, and radical addition to alkene substrates occurs with exclusive anti-Markovnikov selectivity. This system is mild, tolerant of many functional groups, and effective for the preparation of a wide range of complex alkylpyridines.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b03262

DOI: 10.1021/jacs.7b03262

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