Literature DB >> 29039437

Silver-catalyzed decarboxylative acylation of quinoxalin-2(1H)-ones with α-oxo-carboxylic acids.

Xiaobao Zeng1, Chulong Liu, Xingyong Wang, Jianlan Zhang, Xinyan Wang, Yuefei Hu.   

Abstract

A novel silver-catalyzed decarboxylative acylation of α-oxo-carboxylic acids was developed, by which various 3-acyl quinoxalin-2(1H)-ones were synthesized by direct C-H bond acylation of quinoxalin-2(1H)-ones. In this method, α-oxo-carboxylic acids served as efficient acylating reagents to in situ generate the required active acyl radical. Its excellent chemoselectivity allowed the molecular diversity of 3-acyl quinoxalin-2(1H)-ones to be achieved by convenient functionalizations of both N1- and C3-positions.

Entities:  

Year:  2017        PMID: 29039437     DOI: 10.1039/c7ob02187a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  6 in total

1.  Visible-light-induced C(sp3)-H activation for a C-C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions.

Authors:  Pavan Sudheer Akula; Bor-Cherng Hong; Gene-Hsiang Lee
Journal:  RSC Adv       Date:  2018-05-29       Impact factor: 4.036

2.  Visible-light-induced aerobic C3-H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols.

Authors:  Xiaobo Xu; Chengcai Xia; Xiaojun Li; Jian Sun; Liqiang Hao
Journal:  RSC Adv       Date:  2020-01-09       Impact factor: 4.036

3.  Regioselective C-3-alkylation of quinoxalin-2(1H)-ones via C-N bond cleavage of amine derived Katritzky salts enabled by continuous-flow photoredox catalysis.

Authors:  Gandhari Kishor; Vankudoth Ramesh; Vadithya Ranga Rao; Srihari Pabbaraja; Praveen Reddy Adiyala
Journal:  RSC Adv       Date:  2022-04-29       Impact factor: 4.036

4.  Photoinitiated decarboxylative C3-difluoroarylmethylation of quinoxalin-2(1H)-ones with potassium 2,2-difluoro-2-arylacetates in water.

Authors:  Yanhui Gao; Lulu Zhao; Tianyi Xiang; Pinhua Li; Lei Wang
Journal:  RSC Adv       Date:  2020-03-12       Impact factor: 4.036

5.  Sunlight Induced and Recyclable g-C3N4 Catalyzed C-H Sulfenylation of Quinoxalin-2(1H)-Ones.

Authors:  Sha Peng; Jiao Liu; Li-Hua Yang; Long-Yong Xie
Journal:  Molecules       Date:  2022-08-08       Impact factor: 4.927

6.  BF3·Et2O-Mediated annulation of α-keto acids with aliphatic ketones for the synthesis of γ-hydroxy-butenolides and γ-alkylidene-butenolides.

Authors:  Zhenfeng Cheng; Qingyun Gu; Yushan Xie; Yanan Zhang; Xiaobao Zeng
Journal:  RSC Adv       Date:  2022-08-25       Impact factor: 4.036

  6 in total

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