Decarboxylative Intramolecular Arene Alkylation Using N-(Acyloxy)phthalimides, an Organic Photocatalyst, and Visible Light.


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:
05 07 2019
Historique:
pubmed: 25 3 2019
medline: 25 3 2019
entrez: 26 3 2019
Statut: ppublish

Résumé

An intramolecular arene alkylation reaction has been developed using the organic photocatalyst 4CzIPN, visible light, and N-(acyloxy)phthalimides as radical precursors. Reaction conditions were optimized via high-throughput experimentation, and electron-rich and electron-deficient arenes and heteroarenes are viable reaction substrates. This reaction enables access to a diverse set of fused, partially saturated cores which are of high interest in synthetic and medicinal chemistry.

Identifiants

pubmed: 30905152
doi: 10.1021/acs.joc.9b00432
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

8360-8379

Auteurs

Trevor C Sherwood (TC)

Research and Development, Bristol-Myers Squibb Company , P.O. Box 4000, Princeton , New Jersey 08543-4000 , United States.

Hai-Yun Xiao (HY)

Research and Development, Bristol-Myers Squibb Company , P.O. Box 4000, Princeton , New Jersey 08543-4000 , United States.

Roshan G Bhaskar (RG)

Research and Development, Bristol-Myers Squibb Company , P.O. Box 4000, Princeton , New Jersey 08543-4000 , United States.

Eric M Simmons (EM)

Chemical and Synthetic Development , Bristol-Myers Squibb , 1 Squibb Drive, New Brunswick , New Jersey 08903 , United States.

Serge Zaretsky (S)

Chemical and Synthetic Development , Bristol-Myers Squibb , 1 Squibb Drive, New Brunswick , New Jersey 08903 , United States.

Martin P Rauch (MP)

Department of Chemistry , Princeton University , Princeton , New Jersey 08544 , United States.

Robert R Knowles (RR)

Department of Chemistry , Princeton University , Princeton , New Jersey 08544 , United States.

T G Murali Dhar (TGM)

Research and Development, Bristol-Myers Squibb Company , P.O. Box 4000, Princeton , New Jersey 08543-4000 , United States.

Classifications MeSH