RSC Advances

An expedient route to heterocycles through α-arylation of ketones and arylamides by microwave induced thermal S RN 1 reactions

SM Soria-Castro, DA Caminos, AB Peñéñory

Index: Soria-Castro, Silvia M.; Caminos, Daniel A.; Penenory, Alicia B. RSC Advances, 2014 , vol. 4, # 34 p. 17490 - 17497

Full Text: HTML

Citation Number: 5

Abstract

Microwave irradiation promotes a quick aromatic nucleophilic substitution by a thermally induced electron transfer process to form new C–C bonds by the coupling of aryl radicals and enolate nucleophiles. Diverse 2-aryl-1-phenylethanones can be prepared by the direct α-arylation of acetophenone with different haloarenes. The ketone enolate anion is generated by deprotonation with tBuOK in DMSO and the reaction is carried out in a ...