Electrochemical decarboxylative C3 alkylation of quinoxalin-2(1


Journal

Chemical communications (Cambridge, England)
ISSN: 1364-548X
Titre abrégé: Chem Commun (Camb)
Pays: England
ID NLM: 9610838

Informations de publication

Date de publication:
01 Oct 2020
Historique:
entrez: 1 10 2020
pubmed: 2 10 2020
medline: 2 10 2020
Statut: ppublish

Résumé

We have developed a protocol for electrochemical decarboxylative C3 alkylation of a wide range of quinoxalin-2(1H)-ones under metal- and additive-free conditions. N-Hydroxyphthalimide esters derived from chain, cyclic, primary, secondary, and tertiary carboxylic acids with a broad scope proved to be suitable substrates. This operationally simple protocol performed in an undivided cell under constant-current conditions is suitable for late-stage functionalization of quinoxalin-2(1H)-ones. The reactions can even be carried out with a 3 V battery as a power source, which demonstrates that organic electrosynthesis can be accomplished without the need for specialized equipment.

Identifiants

pubmed: 33000793
doi: 10.1039/d0cc05391k
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

11673-11676

Auteurs

Kaikai Niu (K)

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, People's Republic of China. wangqm@nankai.edu.cn.

Lingyun Song (L)

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, People's Republic of China. wangqm@nankai.edu.cn.

Yanke Hao (Y)

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, People's Republic of China. wangqm@nankai.edu.cn.

Yuxiu Liu (Y)

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, People's Republic of China. wangqm@nankai.edu.cn.

Qingmin Wang (Q)

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, People's Republic of China. wangqm@nankai.edu.cn and Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, 300071, People's Republic of China.

Classifications MeSH