Anti-Markovnikov Hydroarylation of Unactivated Olefins via Pyridyl Radical Intermediates

Anti-Markovnikov Hydroarylation of Unactivated Olefins via Pyridyl Radical Intermediates
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DOI:
10.1021/jacs.7b03262
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发表时间:
2017-05-17
影响因子:
15
通讯作者:
Jui, Nathan T.
Jui, Nathan T.
中科院分区:
化学1区
文献类型:
--
作者:
Boyington, Allyson J.;Riu, Martin-Louis Y.;Jui, Nathan T.

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吡啶单元与简单烯烃的分子间烷基化反应是通过光氧化还原自由基机理实现的。这个过程发生与完全regiocontraction,其中单电子还原卤代吡啶regiosectively产生相应的自由基在一个程序化的方式,和自由基加成到烯烃底物发生独家antiMarkovnikov选择性。该体系温和,对许多官能团具有耐受性,可有效地制备多种复杂的烷基吡啶。
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 antiMarkovnikov selectivity. This system is mild, tolerant of many functional groups, and effective for the preparation of a wide range of complex alkylpyridines.