Metal-free C(sp(3))-H functionalization: oxidative carbo-oxygenation of
alpha-diazo carbonyls via radical dediazotization

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

Metal-free C(sp(3))-H functionalization: oxidative carbo-oxygenation of alpha-diazo carbonyls via radical dediazotization

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

Chemistry and Biochemistry

Research output: Contribution to journal › Article

Abstract

A novel three-component carbo-oxygenation of alpha-diazo carbonyls for flexible synthesis of unprecedented alpha-aminooxy-beta-amino ketones has been established through metal-free C(sp(3))-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 language	English
Pages (from-to)	5144-5147
Journal	Chemical Communications
State	Published - 2016

Cite this

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title = "Metal-free C(sp(3))-H functionalization: oxidative carbo-oxygenation of alpha-diazo carbonyls via radical dediazotization",

abstract = "A novel three-component carbo-oxygenation of alpha-diazo carbonyls for flexible synthesis of unprecedented alpha-aminooxy-beta-amino ketones has been established through metal-free C(sp(3))-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.",

author = "Nan-Nan Wang and Wen-Juan Hao and Tian-Shu Zhang and Guigen Li and Ya-Nan Wu and Shu-Jiang Tu and Bo Jiang",

year = "2016",

language = "English",

pages = "5144--5147",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry (RSC)",

}

TY - JOUR

T1 - Metal-free C(sp(3))-H functionalization: oxidative carbo-oxygenation of alpha-diazo carbonyls via radical dediazotization

AU - Wang, Nan-Nan

AU - Hao, Wen-Juan

AU - Zhang, Tian-Shu

AU - Li, Guigen

AU - Wu, Ya-Nan

AU - Tu, Shu-Jiang

AU - Jiang, Bo

PY - 2016

Y1 - 2016

N2 - A novel three-component carbo-oxygenation of alpha-diazo carbonyls for flexible synthesis of unprecedented alpha-aminooxy-beta-amino ketones has been established through metal-free C(sp(3))-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.

AB - A novel three-component carbo-oxygenation of alpha-diazo carbonyls for flexible synthesis of unprecedented alpha-aminooxy-beta-amino ketones has been established through metal-free C(sp(3))-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.

M3 - Article

SN - 1359-7345

SP - 5144

EP - 5147

JO - Chemical Communications

JF - Chemical Communications

ER -

Metal-free C(sp(3))-H functionalization: oxidative carbo-oxygenation of alpha-diazo carbonyls via radical dediazotization

Abstract

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