We reported a new protocol for constructing a unique indolizine-containing perifused tricycle by combining a copper relay-catalyzed three-component cascade with a 12πelectrocyclization reaction from readily available...We reported a new protocol for constructing a unique indolizine-containing perifused tricycle by combining a copper relay-catalyzed three-component cascade with a 12πelectrocyclization reaction from readily available starting materials.The indolizine generated by the copper-catalyzed multicomponent cascade is a key intermediate obtained during subsequent spontaneous electrocyclization.In contrast to the traditional SEAr reaction model,this study is based on the tetraene-like character of indolizine to form an aromatic heterocycle 12πelectron system that can spontaneously trigger 12πelectrocyclization.This transformation can not only enhance the reactivity of indolizine but also improve the electrocyclization model.This convergent strategy can significantly enhance synthetic versatility,and the resulting perifused cycle products containing indolizine may serve as a molecular platform for the discovery and characterization of pharmaceuticals and functional molecules.展开更多
基金The authors thank NSFC(grant nos.21772019 and 22371024)support from the Venture&Innovation Support Program for Chongqing Overseas Returnees(grant nos.cx2019007 and cx2020047)the Basic and Frontier Research Project of Chongqing(grant no.CSTB2022NSCQ-MSX0320).
文摘We reported a new protocol for constructing a unique indolizine-containing perifused tricycle by combining a copper relay-catalyzed three-component cascade with a 12πelectrocyclization reaction from readily available starting materials.The indolizine generated by the copper-catalyzed multicomponent cascade is a key intermediate obtained during subsequent spontaneous electrocyclization.In contrast to the traditional SEAr reaction model,this study is based on the tetraene-like character of indolizine to form an aromatic heterocycle 12πelectron system that can spontaneously trigger 12πelectrocyclization.This transformation can not only enhance the reactivity of indolizine but also improve the electrocyclization model.This convergent strategy can significantly enhance synthetic versatility,and the resulting perifused cycle products containing indolizine may serve as a molecular platform for the discovery and characterization of pharmaceuticals and functional molecules.
