Literature DB >> 25409417

A one-pot copper catalyzed biomimetic route to N-heterocyclic amides from methyl ketones via oxidative C-C bond cleavage.

Parthasarathi Subramanian1, Satrajit Indu1, Krishna P Kaliappan1.   

Abstract

A direct one-pot Cu-catalyzed biomimetic oxidation of methyl ketones to pharmaceutically important N-heterocyclic amides is reported. The scope of the method is broad, scalable, and mild, and the reaction is tolerant with various acid, base sensitive functionalities with multiple heteroatoms and aryl halides. The extensive mechanistic studies suggest that this reaction follows the Luciferin-Luciferase-like pathway.

Entities:  

Mesh:

Substances:

Year:  2014        PMID: 25409417     DOI: 10.1021/ol5031266

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


  5 in total

Review 1.  Metal-Free Catalysis in C-C Single-Bond Cleavage: Achievements and Prospects.

Authors:  Mohit L Deb; B Shriya Saikia; Iftakur Rahman; Pranjal Kumar Baruah
Journal:  Top Curr Chem (Cham)       Date:  2022-08-11

2.  Ι₂-mediated amination/cyclization of ketones with 2-aminopyridines under high-speed ball milling: solvent- and metal-free synthesis of 2,3-substituted imidazo[1,2-a]pyridines and zolimidine.

Authors:  Fang-Jian Wang; Hui Xu; Ming Xin; Ze Zhang
Journal:  Mol Divers       Date:  2016-03-14       Impact factor: 2.943

3.  Chemodivergent synthesis of N-(pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines from α-bromoketones and 2-aminopyridines.

Authors:  Yanpeng Liu; Lixue Lu; Haipin Zhou; Feijie Xu; Cong Ma; Zhangjian Huang; Jinyi Xu; Shengtao Xu
Journal:  RSC Adv       Date:  2019-10-28       Impact factor: 4.036

4.  Molecular-oxygen-promoted Cu-catalyzed oxidative direct amidation of nonactivated carboxylic acids with azoles.

Authors:  Wen Ding; Shaoyu Mai; Qiuling Song
Journal:  Beilstein J Org Chem       Date:  2015-11-11       Impact factor: 2.883

5.  Synthesis and Structural Characterization of Pyridine-2,6-dicarboxamide and Furan-2,5-dicarboxamide Derivatives.

Authors:  Anna Puckowska; Magdalena Gawel; Marlena Komorowska; Pawel Drozdzal; Aleksandra Arning; Damian Pawelski; Krzysztof Brzezinski; Marta E Plonska-Brzezinska
Journal:  Molecules       Date:  2022-03-10       Impact factor: 4.411

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.