Literature DB >> 32705873

BI-OAc-Accelerated C3-H Alkylation of Quinoxalin-2(1H)-ones under Visible-Light Irradiation.

Xiang-Kui He1, Juan Lu1, Ai-Jun Zhang1, Qing-Qing Zhang1, Guo-Yong Xu2, Jun Xuan1,3.   

Abstract

An efficient, photoredox-catalyst-free radical alkylation of quinoxalin-2(1H)-ones has been described. This reaction utilizes 4-alkyl-1,4-dihydropyridines (R-DHPs) as alkyl radical precursors and acetoxybenziodoxole (BI-OAc) as an electron acceptor to undergo single-electron transfer with photoexcited R-DHPs. The benign conditions allow for good compatibility in the scope of both quinoxalin-2(1H)-ones and R-DHPs. The synthetic value of the protocol was also demonstrated by the successful functionalization of natural products and drug-based complex molecules.

Entities:  

Year:  2020        PMID: 32705873     DOI: 10.1021/acs.orglett.0c02080

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


  3 in total

1.  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

2.  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

3.  Practical Synthesis of 2-Iodosobenzoic Acid (IBA) without Contamination by Hazardous 2-Iodoxybenzoic Acid (IBX) under Mild Conditions.

Authors:  Hideyasu China; Nami Kageyama; Hotaka Yatabe; Naoko Takenaga; Toshifumi Dohi
Journal:  Molecules       Date:  2021-03-27       Impact factor: 4.411

  3 in total

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