HFIP-promoted <i>para</i>-selective alkylation of anilines and phenols with tertiary alkyl bromides
Pengcheng Huang, Xipeng Jiang, Du Gao, Cheng Wang, Daqing Shi, Yingsheng Zhao
Abstract
We have herein reported a hexafluoroisopropanol-promoted para -selective Friedel–Crafts alkylation of arenes. Preliminary mechanistic studies revealed that the intramolecular hydrogen bond network of HFIP was the key factor in realizing site-selectivity.
Topics & Concepts
ChemistryAlkylationIntramolecular forceAlkylSelectivityHydrogen bondPhenolsFriedel–Crafts reactionOrganic chemistryMedicinal chemistryMoleculeCatalysisCatalytic C–H Functionalization MethodsSynthesis of Indole DerivativesRadical Photochemical Reactions