Cobalt‐Catalyzed sp2‐C−H Activation: Intermolecular Heterocyclization with Allenes at Room Temperature |
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| Authors: | Dr. Neetipalli Thrimurtulu Arnab Dey Prof. Debabrata Maiti Prof. Chandra M. R. Volla |
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| Affiliation: | Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai, India |
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| Abstract: | The reactivity of allenes in transition‐metal‐catalyzed C?H activation chemistry is governed by the formation of either alkenyl–metal (M–alkenyl) or metal–π‐allyl intermediates. Although either protonation or a β‐hydride elimination is feasible with a M–alkenyl intermediate, cyclization has remained unexplored to date. Furthermore, due to the increased steric hindrance, the regioselectivity for the intramolecular cyclization of the metal–π‐allyl intermediate was hampered towards the more substituted side. To address these issues, a unified approach to synthesize a diverse array of biologically and pharmaceutically relevant heterocyclic moieties by cobalt‐catalyzed directed C?H functionalization was envisioned. Upon successful implementation, the present strategy led to the regioselective formation of dihydroisoquinolin‐1(2H)‐ones, isoquinolin‐1(2H)‐ones, dihydropyridones, and pyridones. |
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| Keywords: | cobalt catalysts C− H activation heterocyclization metal intermediates |
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