Nickel-Catalyzed Deaminative Acylation of Activated Aliphatic Amines with Aromatic Amides via C-N Bond Activation.


Journal

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

Informations de publication

Date de publication:
07 Feb 2020
Historique:
pubmed: 22 1 2020
medline: 22 1 2020
entrez: 22 1 2020
Statut: ppublish

Résumé

Deaminative functionalization of aliphatic primary amines has great synthetic utility. Herein, we describe a Ni-catalyzed reductive deaminative cross-electrophile coupling reaction between Katritzky salts and aromatic amides. This work provides examples of the synthesis of various ketones from alkylpyridinium salts, including both primary and secondary alkylamines. Given its mild reaction conditions and high functional group tolerance, this cross-coupling strategy is expected to be useful for late-stage functionalization of complex compounds.

Identifiants

pubmed: 31961696
doi: 10.1021/acs.orglett.9b04497
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

950-955

Auteurs

Chu-Guo Yu (CG)

Hefei National Laboratory for Physical Sciences at Microscale, and Department of Chemistry, School of Chemistry and Materials Science , University of Science and Technology of China , 96 Jinzhai Road , Hefei , Anhui 230026 , China.

Yutaka Matsuo (Y)

Hefei National Laboratory for Physical Sciences at Microscale, and Department of Chemistry, School of Chemistry and Materials Science , University of Science and Technology of China , 96 Jinzhai Road , Hefei , Anhui 230026 , China.
Institute of Materials Innovation, Institutes of Innovation for Future Society , Nagoya University , Furo-cho, Chikusa-ku , Nagoya 464-8603 , Japan.

Classifications MeSH