Metal-Free Tandem Approach for Triazole-Fused Diazepinone Scaffolds via [3 + 2]Cycloaddition/C-N Coupling Reaction

Kashif Majeed, Lingna Wang, Bangjie Liu, Zijian Guo, Fengtao Zhou, Qiuyu Zhang

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

A novel metal-free, efficient cascade reaction has been developed to construct 1,2,3-triazole-fused 1,4-diazepinone skeletons. Mechanism investigation indicated that sodium azide has not only served as a 1,3-dipoles synthon in [3 + 2] cycloaddition but also prompted C-N bond formation. Furthermore, the potential utility of this protocol was demonstrated by scale-up synthesis of 1,2,3-triazole-fused diazepinone derivatives and the derivatization of them.

Original languageEnglish
Pages (from-to)207-222
Number of pages16
JournalJournal of Organic Chemistry
Volume86
Issue number1
DOIs
StatePublished - 1 Jan 2021

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