Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 7, Pages 3612-3621Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b00135
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Funding
- IIT Kharagpur [IIT/SRIC/CHY/QBE/2013-14/170]
- SERB-DST, India [YSS/2014/000383, PDF/2016/000242]
- CSIR, India
- IIT Kharagpur
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An efficient, direct C6-arylation of 2-pyridones has been successfully accomplished with quinone diazides under Rh(III)-catalyzed redox-neutral conditions. The optimized method is simple, mild, and highly regioselective with a broad substrate scope. The strict regioselectivity is guided by the pyridyl substituent attached to the nitrogen of the pyridone ring. As the directing 2-pyridyl group can easily be removed at any suitable stage after functionalization, the method provides a facile access to complex heteroarylated phenol moieties by wide-ranging heterocyclic scaffolds.
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