Metal-free three-component oxyazidation of alkenes with trimethylsilyl azide and N-hydroxyphthalimide
Xiao-Feng Xia1, Zhen Gu1, Wentao Liu1
1†The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, China.
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.
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