title: Cascade electrophilic iodocyclization: efficient preparation of 4-iodomethyl substituted tetrahydro-β-carbolines and formal synthesis of oxopropaline G.
abstract: 4-Iodomethyl substituted tetrahydro-β-carbolines, the core structure of numerous natural products and bioactive molecules, are readily prepared via I2-promoted cascade electrophilic cyclization. The reactivity differences of olefins and alkynes ensure that the reaction proceeds smoothly. This methodology was successfully applied to the formal synthesis of oxopropaline G.
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China.
authors.forename: Hongjian
authors.initials: H
authors.lastname: Song
authors.forename: Yongxian
authors.initials: Y
authors.lastname: Liu
authors.forename: Qingmin
authors.initials: Q
authors.lastname: Wang
mesh_terms: D000475:Alkenes / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry; D002243:Carbolines / Q000138:chemical synthesis* / Q000737:chemistry*; D003500:Cyclization; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D000480:Alkynes; D002243:Carbolines; D006847:Hydrocarbons, Iodinated; C085038:oxopropaline G