title: Selective sulfonylation and diazotization of indoles.
abstract: A metal-free synthesis of bifunctionalized indole derivatives was developed through a novel TBHP/TBAI-mediated oxidative coupling of C2,C3-unsubstituted indoles with arylsulfonyl hydrazide. Under the same conditions C3-methyl substituted indoles underwent a diazotization process, affording 2-sulfonyldiazenyl-1H-indoles. The former reaction simultaneously established C-S and C-N bonds through selective sulfonylation and diazotization of the indole framework, enabling a mild and practical access to polyfunctionalized indoles with good to excellent yields.
authors.affiliation: Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, Nanjing, 210009, Jiangsu, P. R. China. weiping@njtech.edu.cn.
authors.forename: Jiang-Kai
authors.initials: JK
authors.lastname: Qiu
authors.forename: Wen-Juan
authors.initials: WJ
authors.lastname: Hao
authors.forename: De-Cai
authors.initials: DC
authors.lastname: Wang
authors.forename: Ping
authors.initials: P
authors.lastname: Wei
authors.forename: Jun
authors.initials: J
authors.lastname: Sun
authors.forename: Bo
authors.initials: B
authors.lastname: Jiang
authors.forename: Shu-Jiang
authors.initials: SJ
authors.lastname: Tu
mesh_terms: D007211:Indoles / Q000737:chemistry*; D010084:Oxidation-Reduction; D013379:Substrate Specificity; D013451:Sulfonic Acids / Q000737:chemistry*
chemical_list: D007211:Indoles; D013451:Sulfonic Acids; C030374:indole