title: Cascade alkylarylation of substituted N-allylbenzamides for the construction of dihydroisoquinolin-1(2H)-ones and isoquinoline-1,3(2H,4H)-diones.
abstract: An oxidative reaction for the synthesis of 4-alkyl-substituted dihydroisoquinolin-1(2H)-ones with N-allylbenzamide derivatives as starting materials has been developed. The radical alkylarylation reaction proceeds through a sequence of alkylation and intramolecular cyclization. The substituent on the C-C double bond was found to play a key role for the progress of the reaction to give the expected products with good chemical yields. Additionally, N-methacryloylbenzamides were also suitable substrates for the current reaction and provided the alkyl-substituted isoquinoline-1,3(2H,4H)-diones in good yield.
authors.affiliation: School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China.
authors.forename: Ping
authors.initials: P
authors.lastname: Qian
authors.affiliation: School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China.
authors.forename: Bingnan
authors.initials: B
authors.lastname: Du
authors.affiliation: School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China; Institute for Chemistry & BioMedical Sciences, Nanjing University, Nanjing, 210093, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Jiao
authors.affiliation: School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China.
authors.forename: Haibo
authors.initials: H
authors.lastname: Mei
authors.affiliation: School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China.
authors.forename: Jianlin
authors.initials: J
authors.lastname: Han
authors.affiliation: School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, 210093, China.
authors.forename: Yi
authors.initials: Y
authors.lastname: Pan
keywords: C(sp3)–H bond functionalization; N-allylbenzamides; cyclization; dihydroisoquinolin-1(2H)-one; oxidation