title: Oxidative radical 1,2-alkylarylation of alkenes with α-C(sp(3))-H bonds of acetonitriles involving 1,2-aryl migration.
abstract: A novel metal-free oxidative 1,2-alkylarylation of unactivated alkenes with the α-C(sp(3))-H bonds of acetonitriles for the synthesis of 5-oxo-pentanenitriles is presented. In the presence of TBPB (tert-butyl peroxybenzoate), a variety of α-aryl allylic alcohols underwent the 1,2-alkylarylation reaction with acetonitriles, giving 5-oxo-pentanenitriles in good to excellent yields. This method proceeds via the C(sp(3))-H oxidative coupling with the C-C double bond and 1,2-aryl-migration, and represents a new access to acyclic molecules through metal-free oxidative alkene 1,2-alkylarylation.
authors.affiliation: State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China. jhli@hnu.edu.cn.
authors.forename: Yang
authors.initials: Y
authors.lastname: Li
authors.forename: Bang
authors.initials: B
authors.lastname: Liu
authors.forename: Hai-Bing
authors.initials: HB
authors.lastname: Li
authors.forename: Qiuan
authors.initials: Q
authors.lastname: Wang
authors.forename: Jin-Heng
authors.initials: JH
authors.lastname: Li