title: Additive-assisted regioselective 1,3-dipolar cycloaddition of azomethine ylides with benzylideneacetone.
abstract: 1,3-Dipolar cycloadditions of isatins, benzylamine and benzylideneacetones were studied to prepare a series of novel spiropyrrolidine-oxindoles - 4'-acetyl-3',5'-diarylspiro[indoline-3,2'-pyrrolidin]-2-ones and 3'-acetyl-4',5'-diarylspiro[indoline-3,2'-pyrrolidine]-2-ones in good yields of up to 94% and with good regioselectivities. Regioselectivities are reversible by the addition of water or 4-nitrobenzoic acid, respectively. The substituent effects on the regioselectivity were also investigated.
authors.affiliation: School of Chemistry and Chemical Engineering, Central South University,Changsha, Hunan 410083, P. R. China.
authors.forename: Chuqin
authors.initials: C
authors.lastname: Peng
authors.affiliation: School of Chemistry and Chemical Engineering, Central South University,Changsha, Hunan 410083, P. R. China.
authors.forename: Jiwei
authors.initials: J
authors.lastname: Ren
authors.affiliation: School of Chemistry and Chemical Engineering, Central South University,Changsha, Hunan 410083, P. R. China.
authors.forename: Jun-An
authors.initials: JA
authors.lastname: Xiao
authors.affiliation: School of Chemistry and Chemical Engineering, Central South University,Changsha, Hunan 410083, P. R. China.
authors.forename: Honggang
authors.initials: H
authors.lastname: Zhang
authors.affiliation: School of Chemistry and Chemical Engineering, Central South University,Changsha, Hunan 410083, P. R. China.
authors.forename: Hua
authors.initials: H
authors.lastname: Yang
authors.affiliation: School of Chemistry and Chemical Engineering, Central South University,Changsha, Hunan 410083, P. R. China.
authors.forename: Yiming
authors.initials: Y
authors.lastname: Luo
keywords: 1,3-dipolar cycloaddition; azomethine ylide; regioselectivity; spirooxindole