Regioselective and Chemodivergent Synthesis of Azulenolactones and Azulenolactams from Rhodium(III)-Catalyzed Reactions of Azulenecarboxamides with Sulfoxonium Ylides

초록

A regioselective and chemodivergent synthetic approach for azulenolactones and azulenolactams as a new scaffold was demonstrated through Rh(III)-catalyzed reaction of N-methoxyazulene-1-carboxamides with sulfoxonium ylides. Sulfoxonium ylides that act as a precursor of secondary carbene was described, leading to the selective formation of azulenolactones and azulenolactams bearing two substituents on a newly introduced double bond. This method demonstrated functionalization of less reactive 2-position of azulene to overcome the natural reactivity.

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