Cobalt(III)-Catalyzed Regio- and Chemoselective [4 + 2]-Annulation of N-Chlorobenzamides/Acrylamides with 1,3-Dienes at Room Temperature

Ramesh, Balu; Jeganmohan, Masilamani

Cobalt(III)-Catalyzed Regio- and Chemoselective [4 + 2]-Annulation of N-Chlorobenzamides/Acrylamides with 1,3-Dienes at Room Temperature

2022

Ramesh, Balu | Jeganmohan, Masilamani

Co(III)-catalyzed regio- and chemoselective redox-neutral C–H annulation of arylamides/acrylamides with 1,3-dienes is described. The present annulation reaction was well suited with a less-reactive 1,3-butadiene. By employing this protocol, pharmaceutically important 3,4-dihydroisoquinolinones were synthesized in good yields. Furthermore, the prepared 3,4-dihydroisoquinolinones were converted into highly important oxirane derivatives in good yields. A plausible mechanistic cycle is proposed and supported by a competition experiment and kinetic isotopic effect (KIE) studies.

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