Synthesis of Tetramic Acid Derivatives via a Tandem Umpolung Alkylation/Reduction/Cyclization Reaction of γ-Hydrazono β-Ketoester.

Journal

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

Informations de publication

Date de publication:
17 04 2020
Historique:
pubmed: 2 4 2020
medline: 2 4 2020
entrez: 2 4 2020
Statut: ppublish

Résumé

An efficient method for the one-pot synthesis of tetramic acid derivatives was developed utilizing tandem umpolung N-alkylation/reduction/cyclization of γ-hydrazono β-ketoester. By using this reaction as a key step, the total synthesis of the 3-spiro 7-hydroxamic acid tetralin which possesses an HDAC inhibitory activity was also achieved.

Identifiants

DOI: 10.1021/acs.orglett.0c00824 PMID: 32227901
pubmed: 32227901
doi: 10.1021/acs.orglett.0c00824
doi:

Types de publication

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

Langues

eng

Sous-ensembles de citation

IM

Pagination

3079-3083

Auteurs

Isao Mizota (I)

Department of Chemistry for Materials, Graduate School of Engineering, Mie University, Tsu, Mie 514-8507, Japan.

Miki Maeda (M)

Department of Chemistry for Materials, Graduate School of Engineering, Mie University, Tsu, Mie 514-8507, Japan.

Kiho Imoto (K)

Department of Chemistry for Materials, Graduate School of Engineering, Mie University, Tsu, Mie 514-8507, Japan.

Makoto Shimizu (M)

Department of Chemistry for Materials, Graduate School of Engineering, Mie University, Tsu, Mie 514-8507, Japan.
School of Energy Science and Engineering College, Nanjing Tech University, Nanjing 211816, Jiangsu Province, China.
ORCID: 0000-0003-0467-9594

Classifications MeSH