Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2016, Issue 25, Pages 4321-4327Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201600772
Keywords
Quinolines; Selenylation; Copper; Radical reactions; Homogeneous catalysis; C-H activation
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Funding
- Council of Scientific and Industrial Research (CSIR) New Delhi [02(0212)/14/EMR-II]
- Indian Institute of Technology Madras (IITM)
- University Grants Commission (UGC)
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A copper-catalyzed regioselective C-H selenylation of quinolines with readily available diaryl diselenides is developed based on a chelation-controlled radical cross-coupling strategy. The reaction is scalable, tolerates a wide spectrum of functional groups, and proceeds with excellent C5 regioselectivity to deliver selenoquinolines in high yields (up to 98 %). A single electron transfer (SET) mediated mechanism is proposed.
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