“Deficient” but “efficient”, the first example of catalytic Friedel-Crafts alkylation of arenes, carrying electron-withdrawing groups, with alcohols is reported. The optmized iron(III) chloride (97%) FeCl3 catalyzed allylation, benzylation and propargylation procedures opened access to a range of tetrahydro-naphthalenes, tetrahydro-isoquinolines and tetrahydro-benzo[d]azepines featuring tertiary benzylic stereocenters in excellent yields (up to 92%) and short reaction time.

Iron(III)-Catalyzed Intramolecular Friedel-Crafts Alkylation of Electron-Deficient Arenes with pi-Activated Alcohols

BANDINI, MARCO;TRAGNI, MICHELE;UMANI RONCHI, ACHILLE
2009

Abstract

“Deficient” but “efficient”, the first example of catalytic Friedel-Crafts alkylation of arenes, carrying electron-withdrawing groups, with alcohols is reported. The optmized iron(III) chloride (97%) FeCl3 catalyzed allylation, benzylation and propargylation procedures opened access to a range of tetrahydro-naphthalenes, tetrahydro-isoquinolines and tetrahydro-benzo[d]azepines featuring tertiary benzylic stereocenters in excellent yields (up to 92%) and short reaction time.
M. Bandini; M. Tragni; A. Umani-Ronchi
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/78090
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