KO<sup><i>t</i></sup>Bu-Promoted, Three-Component Domino Reaction of Arenes(indoles/phenols), C<sub>60</sub>, and (Per/poly)fluoroarenes: Achieving Direct C–C Cross-Coupling of Fullerene with (Per/poly)fluoroarenes
Junxiang Zhang, Mingwei Liu, Wan-Yu Wang, Ruilin Jia, Manqing Yan, Jun Xuan, Fei Li
Abstract
A KOtBu-promoted, three-component cross-coupling of arenes(indoles/phenols), C60, and (per/poly)fluoroarenes has been established for the one-pot efficient synthesis of various 1,4-arene-bridged bis(polyfluoroaryl)-functionalized [60]fullerenes. This developed reaction system demonstrates good functional group compatibilities with broad substrate scope, which exhibits high regio- and chemoselectivities. Further control experiment succeeded in providing a one-pot protocol for the synthesis of various 1,2-N-(per/poly)fluoroarene-substituted 1,2-(3-indole)(hydro)fullerenes.
Topics & Concepts
ChemistryFullerenePhenolsSubstrate (aquarium)Combinatorial chemistryIndole testCoupling reactionMedicinal chemistryOrganic chemistryStereochemistryCatalysisOceanographyGeologyFluorine in Organic ChemistryFullerene Chemistry and ApplicationsAdvanced Chemical Physics Studies