Installation of O‐Heterocycles to N‐Heteroarenes via an Et₃B/O₂‐Mediated Radical Reaction of α‐Alkoxy and α‐Alkoxyacyl Tellurides

Abstract

Abstract We report a radical‐based method that links highly oxygenated O‐heterocycles and N‐heteroarenes. Treatment of α‐alkoxy or α‐alkoxyacyl tellurides with Et 3 B under air at room temperature generated α‐alkoxy carbon radicals, which were then added to protonated N‐heteroarenes. Regeneration of aromaticity proceeded in situ without an additional oxidant, leading to O‐heterocycle‐functionalized N‐heteroarenes. The present method enables the formation of hindered C(sp 3 )−C(sp 2 ) bonds between five O‐heterocycles and five N‐heteroarenes under mild conditions.