Lewis acid-switched regiodivergent N1/N2-alkylation of ben-zotriazoles with α-hydroxyl diazo compounds

Jingjing Jiang; Jinghan Zhang; Nan Huang; Haocheng Xu; Xintao Liu; Jiayin Li; Xinlong Zhou; Jingjing Zhao; Pan Li

doi:10.1039/D5CC07167D

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Lewis acid-switched regiodivergent N¹/N²-alkylation of ben-zotriazoles with α-hydroxyl diazo compounds

Jingjing Jiang,^a Jinghan Zhang,^a Nan Huang,^a Haocheng Xu,^b Xintao Liu,^a Jiayin Li,^a Xinlong Zhou,^a Jingjing Zhao*^a and Pan Li

*^a

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* Corresponding authors

^a College of Chemistry and Molecular Sciences, Henan University, Kaifeng 475004, P. R. China
E-mail: zhaojingjing@henu.edu.cn, panli@henu.edu.cn

^b School of Advanced Technology, Xi’an Jiaotong-Liverpool University, Suzhou 215000, China

Abstract

Herein, we report a Lewis acid-switching strategy that enables programmable selectivity between kinetically controlled N¹-alkylation and thermodynamically favored N²-alkylation using α-hydroxyl diazo compounds as versatile electrophiles.

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DOI: https://doi.org/10.1039/D5CC07167D
Article type: Communication
Submitted: 17 Dec 2025
Accepted: 06 Jan 2026
First published: 07 Jan 2026

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Chem. Commun., 2026, Advance Article

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Lewis acid-switched regiodivergent N¹/N²-alkylation of ben-zotriazoles with α-hydroxyl diazo compounds

J. Jiang, J. Zhang, N. Huang, H. Xu, X. Liu, J. Li, X. Zhou, J. Zhao and P. Li, Chem. Commun., 2026, Advance Article , DOI: 10.1039/D5CC07167D

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Chemical Communications

Lewis acid-switched regiodivergent N¹/N²-alkylation of ben-zotriazoles with α-hydroxyl diazo compounds

Abstract

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Lewis acid-switched regiodivergent N¹/N²-alkylation of ben-zotriazoles with α-hydroxyl diazo compounds

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