Nucleophilic Dearomatization Strategy to Synthesize Disubstituted 3-Isoquinolinones under Transition Metal-Free Conditions.


Journal

The Journal of organic chemistry
ISSN: 1520-6904
Titre abrégé: J Org Chem
Pays: United States
ID NLM: 2985193R

Informations de publication

Date de publication:
04 11 2022
Historique:
pubmed: 28 4 2022
medline: 9 11 2022
entrez: 27 4 2022
Statut: ppublish

Résumé

Herein, a one-pot protocol for constructing the disubstituted isoquinolinone derivatives via the three-component reactions of 3-haloisoquinolines, alkyl halides, and indoles under transition-metal-free conditions is described. The reaction realized the trifunctionalization of isoquinoline via a dearomatization strategy, which displayed high chemical selectivity, excellent functional group tolerance, and a wide range of substrates, and is environmentally friendly. The three-component coupling involves the construction of new C-N, C═O, and C-C bonds in one step.

Identifiants

pubmed: 35475618
doi: 10.1021/acs.joc.2c00561
doi:

Substances chimiques

Transition Elements 0
Indoles 0

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

13508-13516

Auteurs

Jianyi Shi (J)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, China.

Zhichao Chen (Z)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, China.

Yantong Lu (Y)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, China.

Shengting Xu (S)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, China.

Tingting Wen (T)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, China.

Yuehua Luo (Y)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, China.

Zhongzhi Zhu (Z)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, China.

Xiuwen Chen (X)

School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, China.

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Classifications MeSH