Regioselective β-organoseleno/α-,N2-tetrazole addition to alkenes

Li-Li Zhu; Lifang Tian; Zijian Zhang; Qinying Li; Yingying Tian; Xiaofeng Han; Jiawei Li; Guanglu Liu; Hui Zhang; Yahui Wang

doi:10.1039/D5OB01622C

Regioselective β-organoseleno/α-,N²-tetrazole addition to alkenes

Li-Li Zhu,^a Lifang Tian,

^b Zijian Zhang,^b Qinying Li,^a Yingying Tian,^a Xiaofeng Han,^a Jiawei Li,^a Guanglu Liu,^a Hui Zhang*^a and Yahui Wang

*^b

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* Corresponding authors

^a School of Chemistry and Chemical Engineering, Zhoukou Normal University, Wenchang Road, Zhoukou, China
E-mail: hxzhanghui@zknu.edu.cn

^b School of Chemistry and Molecular Engineering, Nanjing Tech University, 30 South Puzhu Road, Nanjing, China
E-mail: ias_yhwang@njtech.edu.cn

Abstract

A method for the regioselective β-organoseleno/α-,N²-tetrazole addition to alkenes is reported. PhSeCl acts dually as a selenylating agent and a bridging agent for blocking the N¹ position of tetrazoles, thereby directing selectivity towards the N² position. The reactions show a broad substrate scope, accommodating various tetrazoles and alkenes, and are executed under mild conditions.

Organic & Biomolecular Chemistry

Regioselective β-organoseleno/α-,N²-tetrazole addition to alkenes

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