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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 11
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SYNTHETIC COMMUNICATIONS REVIEWS

Transition-metal-free mono- or dinitration of protected anilines

Enrui Daia School of Chemistry and Chemical Engineering, Kunming University, Kunming, China; View further author information
,
Yongrui Donga School of Chemistry and Chemical Engineering, Kunming University, Kunming, China; View further author information
,
Rui Konga School of Chemistry and Chemical Engineering, Kunming University, Kunming, China; View further author information
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Guangzhang Liua School of Chemistry and Chemical Engineering, Kunming University, Kunming, China; View further author information
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Ying Dongb College of Chemistry, Chemical Engineering and Materials Science, Shandong Normal University, Jinan, China; View further author information
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Qiong Wuc Yunnan Engineering Technology Research Center for Plastic Films, Kunming, ChinaView further author information
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Deqiang Lianga School of Chemistry and Chemical Engineering, Kunming University, Kunming, China; ;c Yunnan Engineering Technology Research Center for Plastic Films, Kunming, ChinaCorrespondence[email protected]
ORCID Iconhttps://orcid.org/0000-0003-0482-0527View further author information
ORCID Icon &
Yinhai Maa School of Chemistry and Chemical Engineering, Kunming University, Kunming, China; View further author information
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Pages 1687-1695 | Received 24 Jan 2020, Published online: 21 Apr 2020
 
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Abstract

An amide-assisted arene nitration is presented, and both mono- and dinitration of protected anilines could be effected by using NaNO2 and NaNO3 as the mono- and bisnitrating agents, respectively. This divergent synthesis is transition-metal- and acid-free, and features a broad substrate scope, low cost, and ortho–para selectivity.

Graphical Abstract

Additional information

Funding

We gratefully acknowledge the financial support from the Basic Research Programs of Yunnan Province [2018FD028, 2018FH001-002], the Scientific Research Funds of Yunnan Education Department [2017ZDX048], the Research Foundation for Introduced Talents of Kunming University [YJL19001], the National Natural Science Foundation of China [21702083], the Yunnan Ten Thousand Talent Program for Young Top-Notch Talents, and the Program for Innovative Research Team (in Science and Technology) in Universities of Yunnan Province.

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