Abstract
The preparation of medium-sized benzo[b]azocines has always been challenging because of inher-ently unfavorable enthalpy and entropy factors.This report presents a novel approach for accessing 8-membered seleno-benzo[b]azocines via electrochemically-driven seleno-cyclization.This method enables room-temperature preparation of various structurally diverse medium-sized seleno-benzo[b]azocines.The facile deselenation of the seleno-cyclization products to generate functionalized dienes is an additional benefit of this indispensable reaction.Mechanistic insights are presented based on radical inhibition ex-periments and cyclic voltammetry measurements,which elucidate the radical pathway.Finally,density functional theory calculations further rationalize the rate-determining step and the unique chemoselec-tivity observed in this transformation.
基金项目
国家自然科学基金(21801007)
Qingchuang Technology Support Program of University in Shandong Province(2021KJ066)
STU Scientific Research Foundation for Talents(NTF20022)
维普
万方数据