Copper-Catalyzed Functionalization of Aza-Aromatic Rings with Fluoroalcohols via Direct C(sp<sup>2</sup>)–H/C(sp<sup>3</sup>)–H Coupling Reactions
Jie Chen, Meng Li, Jinli Zhang, Wangbin Sun, Yaojia Jiang
Abstract
)-H coupling reaction of aza-aromatic rings with fluoroalcohols is developed. A variety of useful building blocks including hydroxyfluoroalkylated aniline, pyrrole, and indole derivatives bearing a quaternary carbon center could be constructed with high regioselectivity and good to excellent yields under very mild reaction conditions. The reaction is believed to undergo a fluoroalcohol oxidation and to follow an electronic addition reaction pathway.
Topics & Concepts
RegioselectivityChemistryCatalysisAnilineIndole testPyrroleCoupling reactionCopperCombinatorial chemistryReaction conditionsQuaternary carbonMedicinal chemistryStereochemistryOrganic chemistryEnantioselective synthesisCatalytic C–H Functionalization MethodsFluorine in Organic ChemistrySynthesis and Catalytic Reactions