Bridge Heteroarylation of Bicyclo[1.1.1]pentane Derivatives.


Journal

Organic letters
ISSN: 1523-7052
Titre abrégé: Org Lett
Pays: United States
ID NLM: 100890393

Informations de publication

Date de publication:
31 Mar 2023
Historique:
medline: 18 3 2023
pubmed: 18 3 2023
entrez: 17 3 2023
Statut: ppublish

Résumé

Herein, we report the decarboxylative Minisci heteroarylation of bicyclo[1.1.1]pentane (BCP) and 2-oxabicyclo[2.1.1]hexane (oBCH) derivatives at the bridge positions. In an operationally simple, photocatalyst-free process, free bridge carboxylic acids are directly coupled with nonprefunctionalized heteroarenes to provide rare examples of polysubstituted BCP and oBCH derivatives in synthetically useful yields. Additionally, the impact of the BCP core on the physicochemical properties of a representative example compared to those of its all-aromatic

Identifiants

pubmed: 36929825
doi: 10.1021/acs.orglett.3c00412
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

2053-2057

Auteurs

Joseph M Anderson (JM)

Medicinal Chemistry, GSK Medicines Research Centre, Gunnels Wood Road, Stevenage SG1 2NY, U.K.
Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.

Nicholas D Measom (ND)

Medicinal Chemistry, GSK Medicines Research Centre, Gunnels Wood Road, Stevenage SG1 2NY, U.K.

John A Murphy (JA)

Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.

Darren L Poole (DL)

Medicinal Chemistry, GSK Medicines Research Centre, Gunnels Wood Road, Stevenage SG1 2NY, U.K.

Classifications MeSH