title: Lewis acid catalyzed cascade reaction of 3-(2-benzenesulfonamide)propargylic alcohols to spiro[indene-benzosultam]s.
abstract: A highly efficient and convenient construction of the spiro[indene-benzosultam] skeleton from propargylic alcohols has been developed. The reaction proceeded in a Lewis acid catalyzed cascade process, including the trapping of allene carbocation with sulfonamide, electrophilic cyclization, and intramolecular Friedel-Crafts alkylation. In the presence of NIS or NBS, iodo/bromo-substituted spiro[indene-benzosultam]s could be prepared in excellent yields.
authors.affiliation: Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
authors.forename: Lang
authors.initials: L
authors.lastname: Sun
authors.forename: Yuanxun
authors.initials: Y
authors.lastname: Zhu
authors.forename: Jing
authors.initials: J
authors.lastname: Wang
authors.forename: Ping
authors.initials: P
authors.lastname: Lu
authors.forename: Yanguang
authors.initials: Y
authors.lastname: Wang
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D000478:Alkylation; D002384:Catalysis; D003500:Cyclization; D007192:Indenes / Q000138:chemical synthesis* / Q000737:chemistry; D058116:Lewis Acids / Q000031:analogs & derivatives / Q000737:chemistry*; D015394:Molecular Structure; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000438:Alcohols; D000475:Alkenes; D007192:Indenes; D058116:Lewis Acids; D013449:Sulfonamides; C000600602:spiro(indene-benzosultam)