title: Novel radical alkylation of carboxylic imides.
abstract: Although alkylation is one of the most important and fundamental organic reactions, radical-mediated alkylations of carboxylic acid derivatives have not been well studied. The first successful radical alkylation of carboxylic imides is achieved by the addition of an alkyl radical to a ketene O,N-acetal and the subsequent cleavage of N-O bond. It is noteworthy that alkyl halides activated with an electron-withdrawing group undergo alkylations under tin-free conditions due to 1,2-phenyl transfer from silyl to oxygen.
authors.affiliation: Center for Molecular Design & Synthesis and Department of Chemistry, School of Molecular Science, Korea Advanced Institute of Science and Technology, Taejon 305-701, Korea. skim@mail.kaist.ac.kr
authors.forename: Sunggak
authors.initials: S
authors.lastname: Kim
authors.forename: Chae Jo
authors.initials: CJ
authors.lastname: Lim
authors.forename: Changsik
authors.initials: C
authors.lastname: Song
authors.forename: Won-Jin
authors.initials: WJ
authors.lastname: Chung