title: N-Heterocyclic carbene-catalyzed [4 + 2] cyclization of 2-bromo-2-enal with 3-alkylenyloxindoles: efficient assembly of spirocarbocyclic oxindole.
abstract: A NHC-catalyzed [4 + 2] cyclization of 2-bromo-2-enal bearing γ-H with 3-alkylenyloxindoles under mild reaction conditions gives spirocarbocyclic oxindoles containing one quaternary carbon in moderate to good yields with high diastereoselectivities. The easy availability of the starting materials, the concise assembly and the potential utilization value of the products make this strategy attractive in molecular biology and pharmacy.
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University, Xuzhou 221116, P. R. China.
authors.forename: Yuanwei
authors.initials: Y
authors.lastname: Xie
authors.forename: Yonglei
authors.initials: Y
authors.lastname: Que
authors.forename: Tuanjie
authors.initials: T
authors.lastname: Li
authors.forename: Ling
authors.initials: L
authors.lastname: Zhu
authors.forename: Chenxia
authors.initials: C
authors.lastname: Yu
authors.forename: Changsheng
authors.initials: C
authors.lastname: Yao
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D000078183:Oxindoles; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C000601333:2-bromo-2-enal; D000447:Aldehydes; D006571:Heterocyclic Compounds; D007211:Indoles; D000078183:Oxindoles; D013141:Spiro Compounds; C022960:2-oxindole; C030011:carbene; D008697:Methane