Literature DB >> 12201715

A nitro-hunsdiecker reaction: from unsaturated carboxylic acids to nitrostyrenes and nitroarenes.

Jaya Prakash Das1, Pradipta Sinha, Sujit Roy.   

Abstract

[reaction: see text] The nitrodecarboxylation of aromatic alpha,beta-unsaturated carboxylic acids and ring-activated benzoic acids can be achieved using nitric acid (3 equiv) and catalytic AIBN (2 mol %) in MeCN. From the effect of various additives, the nitrodecarboxylation is postulated to involve the generation of an acyloxy radical RCO(2)(*) by a NO(3)(*) radical followed by attack of a NO(2)(*) radical.

Entities:  

Year:  2002        PMID： 12201715     DOI： 10.1021/ol0262901

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  2 in total

1.  Metal-free, room temperature, acid-K2S2O8 mediated method for the nitration of olefins: an easy approach for the synthesis of nitroolefins.

Authors:  Srinivas Ambala; Rohit Singh; Maninder Singh; Pankaj Singh Cham; Ria Gupta; Gurunadham Munagala; Kushalava Reddy Yempalla; Ram A Vishwakarma; Parvinder Pal Singh
Journal:  RSC Adv       Date:  2019-09-25       Impact factor: 4.036

2.  From N-H Nitration to Controllable Aromatic Mononitration and Dinitration-The Discovery of a Versatile and Powerful N-Nitropyrazole Nitrating Reagent.

Authors:  Tao Yang; Xiaoqian Li; Shuang Deng; Xiaotian Qi; Hengjiang Cong; Hong-Gang Cheng; Liangwei Shi; Qianghui Zhou; Lin Zhuang
Journal:  JACS Au       Date:  2022-08-31
  2 in total

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