Synthesis of Acylation Polycyclic Derivatives via Regioselective Acylation/Cyclization of 1,7-Dienes with Acyl Oxime Esters.


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:
25 Jul 2024
Historique:
medline: 26 7 2024
pubmed: 26 7 2024
entrez: 25 7 2024
Statut: aheadofprint

Résumé

A visible-light-induced radical cascade regioselective acylation/cyclization of 1,7-dienes with acyl oxime esters for the preparation of acylation polycyclic compounds via NCR-mediated C-C σ-bond cleavage is established. The transformation involves the cleavage of the C-C σ-bond in acyl oxime esters and selective addition of the electron neutral C═C bonds in 1,7-dienes for the synthesis of acyl polycyclic quinolinone derivatives, not the traditional seven-membered ring products. The strategy offers several advantages, including broad substrate tolerance, no need for bases, hyperstoichiometric radical initiators, and other auxiliaries.

Identifiants

pubmed: 39052929
doi: 10.1021/acs.joc.4c00904
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Auteurs

Shun-Dan Li (SD)

Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, China.

Bi-Quan Xiong (BQ)

Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, China.

Ke-Wen Tang (KW)

Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, China.

Long-Jin Zhong (LJ)

Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, China.

Yu Liu (Y)

Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, China.

Classifications MeSH