title: Catalytic Diazosulfonylation of Enynals toward Diazoindenes via Oxidative Radical-Triggered 5-exo-trig Carbocyclizations.
abstract: Catalytic diazosulfonylation of enynals with arylsulfonyl hydrazides has been established by using tert-butyl hydroperoxide (TBHP) as the oxidant with tetrabutylammonium iodide (TBAI) under a convenient system. The reaction occurred through oxidative radical-triggered 5-exo-trig carbocyclization cascading to afford sulfonylated diazoindenes regioselectively. The new diazosulfonylation reaction features a broad substrate scope, readily accessible starting materials, and a simple one-pot process.
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Normal University , Xuzhou 221116, P. R. China.
authors.forename: Wen-Juan
authors.initials: WJ
authors.lastname: Hao
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Normal University , Xuzhou 221116, P. R. China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Du
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Normal University , Xuzhou 221116, P. R. China.
authors.forename: Dan
authors.initials: D
authors.lastname: Wang
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Normal University , Xuzhou 221116, P. R. China.|Department of Chemistry and Biochemistry, Texas Tech University , Lubbock, Texas 79409-1061, United States.
authors.forename: Bo
authors.initials: B
authors.lastname: Jiang
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Normal University , Xuzhou 221116, P. R. China.
authors.forename: Qian
authors.initials: Q
authors.lastname: Gao
authors.affiliation: School of Chemistry and Chemical Engineering, Jiangsu Normal University , Xuzhou 221116, P. R. China.
authors.forename: Shu-Jiang
authors.initials: SJ
authors.lastname: Tu
authors.affiliation: Department of Chemistry and Biochemistry, Texas Tech University , Lubbock, Texas 79409-1061, United States.|Institute of Chemistry & BioMedical Sciences, Collaborative Innovation Center of Chemistry for Life Sciences, Nanjing University , Nanjing 210093, P. R. China.
authors.forename: Guigen
authors.initials: G
authors.lastname: Li
mesh_terms: D002384:Catalysis; D003500:Cyclization; D006834:Hydrazines / Q000737:chemistry*; D007192:Indenes / Q000737:chemistry*; D015394:Molecular Structure; D016877:Oxidants / Q000737:chemistry*; D010084:Oxidation-Reduction; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D006834:Hydrazines; D007192:Indenes; D016877:Oxidants; D000644:Quaternary Ammonium Compounds; D013438:Sulfhydryl Compounds; C009405:tetrabutylammonium