Metal-free C(sp3)-H functionalization: Oxidative carbo-oxygenation of α-diazo carbonyls: Via radical dediazotization

Nan Nan Wang, Wen Juan Hao, Tian Shu Zhang, Guigen Li, Ya Nan Wu, Shu Jiang Tu, Bo Jiang

Research output: Contribution to journalArticle

24 Scopus citations

Abstract

A novel three-component carbo-oxygenation of α-diazo carbonyls for flexible synthesis of unprecedented α-aminooxy-β-amino ketones has been established through metal-free C(sp3)-H functionalization from readily accessible N,N-dimethylanilines and N-hydroxyphthalimide. The reaction pathway involves an in situ-generated phthalimide N-oxyl radical-triggered dediazotization/radical coupling sequence, leading to C-O and C-C bond formation.

Original languageEnglish
Pages (from-to)5144-5147
Number of pages4
JournalChemical Communications
Volume52
Issue number29
DOIs
StatePublished - 2016

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