Metal‐Free Regioselective Oxynitration of Acrylamides: Synthesis of 1,2‐Nitro Alcohols

A metal‐free oxynitration of acrylamides with commercially available tert‐butyl nitrite and easily available air was achieved through a regioselective pathway. A wide range of 1,2‐nitro alcohols were thus efficiently synthesized in a novel route under mild conditions. The reaction involves a radical p...

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Bibliographic Details
Published in:Asian journal of organic chemistry 2019-03, Vol.8 (3), p.348-351
Main Authors: Gao, Le‐Han, Meng, Xiao‐Xiao, Wang, Yi‐Ning, Song, Si‐Zhe, Ge, Guo‐Ping, Dong, Youren, Wei, Wen‐Ting, Liu, Yan‐Yun, Li, Qiang
Format: Article
Language:English
Subjects:
acrylamides
Alcohol
Alcohols
Chemical synthesis
metal-free
Organic chemistry
regioselective oxynitration
Regioselectivity
tert-butyl nitrite
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Summary:A metal‐free oxynitration of acrylamides with commercially available tert‐butyl nitrite and easily available air was achieved through a regioselective pathway. A wide range of 1,2‐nitro alcohols were thus efficiently synthesized in a novel route under mild conditions. The reaction involves a radical process, allows a highly regioselective strategy toward the formation of new C−N and C−O bonds in one step. A metal‐free oxynitration of acrylamides with commercially available tert‐butyl nitrite and easily available air was achieved through a regioselective pathway. A wide range of 1,2‐nitro alcohols were thus efficiently synthesized in a novel route under mild conditions. The reaction involves a radical process, allows a highly regioselective strategy toward the formation of new C−N and C−O bonds in one step.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.201900019