Radical Haloazidation of 1,5-Enenitriles for Making N -Haloimines and Sequential Triazolation to Form Tricyclics

Organic Letters 2026

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Authors: Xiaoming Ma, Mifei Yu, Zijie Gao, Jia‐Yin Wang, Hang-Dong Zuo, Sai Zhang, Shenghu Yan, Yang Zhang, Wei Zhang
DOI: 10.1021/acs.orglett.6c00773
Cited by: 2
References: 61

Abstract

A new method for making N -haloimines by Mn-catalyzed radical haloazidation of 1,5-enenitriles with TMSN 3 and N -halosuccinimides is introduced. The resulting azido N -haloimines are used for diannulation with alkynes to form triazole-fused heterocycles via a cascade CuAAC with alkynes and intramolecular electrophilic aromatic substitution (EAS).

Fields of Study & Subjects

Radical Photochemical Reactions Catalytic C–H Functionalization Methods Vanadium and Halogenation Chemistry

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
15
Pages
4748–4753
Publication date
4 April 2026
Language
EN