title: Metal-free three-component oxyazidation of alkenes with trimethylsilyl azide and N-hydroxyphthalimide.
abstract: A novel and facile oxyazidation of alkenes under metal-free and mild conditions has been reported. A remarkable feature of the developed procedure is consecutive construction of C-O and C-N bonds in one step. The process allows quick and selective assembly of alkyl azide from readily available starting materials, where N-hydroxyphthalimide was used as an oxygen-radical precursor and TMSN3 as the N3 source. A range of aromatic alkenes bearing synthetically useful functional groups was tolerated.
authors.affiliation: †The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, China.
authors.forename: Xiao-Feng
authors.initials: XF
authors.lastname: Xia
authors.affiliation: †The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, China.
authors.forename: Zhen
authors.initials: Z
authors.lastname: Gu
authors.affiliation: †The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, China.
authors.forename: Wentao
authors.initials: W
authors.lastname: Liu
authors.affiliation: †The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, China.
authors.forename: Haijun
authors.initials: H
authors.lastname: Wang
authors.affiliation: †The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, China.
authors.forename: Yongmei
authors.initials: Y
authors.lastname: Xia
authors.affiliation: †The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, China.
authors.forename: Haiyan
authors.initials: H
authors.lastname: Gao
authors.affiliation: †The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, China.
authors.forename: Xiang
authors.initials: X
authors.lastname: Liu
authors.affiliation: ‡State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.
authors.forename: Yong-Min
authors.initials: YM
authors.lastname: Liang
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001386:Azides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010797:Phthalimides / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D001386:Azides; D010797:Phthalimides; C037437:N-hydroxyphthalimide