Co()-catalyzed regioselective benzannulation of substituted pyridones with 1,6-diynes dual C-H bond activation

A Co( iii )-catalyzed site-selective C5 and C6 benzannulation of substituted pyridones with 1,6-diynes via dual C-H bond activation has been reported. The scope of the benzannulation reaction was examined with various substituted 2-pyridyl pyridones and 1,6-diynes. The combination of cuprous acetate...

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Published in:Chemical communications (Cambridge, England) England), 2024-08, Vol.6 (63), p.8296-8299
Main Authors: Yadav, Suresh Kumar, Jeganmohan, Masilamani
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Summary:A Co( iii )-catalyzed site-selective C5 and C6 benzannulation of substituted pyridones with 1,6-diynes via dual C-H bond activation has been reported. The scope of the benzannulation reaction was examined with various substituted 2-pyridyl pyridones and 1,6-diynes. The combination of cuprous acetate and silver carbonate plays a crucial role in the success of the reaction. A plausible reaction mechanism was proposed and supported by deuterium labelling studies and radical trapping experiments. A cobalt( iii )-catalyzed C5/C6 benzannulation of substituted pyridones with 1,6-diynes via dual C-H bond activation has been demonstrated for the synthesis of various heterocyclic quinolinone molecules.
ISSN:1359-7345
1364-548X
DOI:10.1039/d4cc01904k