Copper-mediated [3+2] oxidative cyclization of oxime acetate and its utility in the formal synthesis of fentiazac

TitleCopper-mediated [3+2] oxidative cyclization of oxime acetate and its utility in the formal synthesis of fentiazac
Publication TypeJournal Article
Year of Publication2024
AuthorsJadhao, NL, Musale, HB, Gajbhiye, JM, Humne, VT
JournalOrganic and biomolecular chemistry
Volume22
Issue3
Pagination521-528
Date PublishedJAN
Type of ArticleArticle
ISSN1477-0520
KeywordsBiological evaluation, C-H functionalization, Vinylazides
Abstract

A new protocol for the direct synthesis of 2-aminothiazole has been developed from oxime acetate and readily available sodium thiocyanate using a copper catalyst. The present transformation has good functional group tolerance. Various thiazoles were smoothly synthesized in good to excellent yields. The applicability of the present method has been extended to the formal synthesis of the non-steroidal and anti-inflammatory drug, fentiazac via the Sandmeyer reaction and Suzuki coupling. The direct synthesis of 2-aminothiazole has been developed from oxime acetate using a copper catalyst. The applicability of the present method is used in the formal synthesis of fentiazac.

DOI10.1039/d3ob01882b
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.2

Divison category: 
Organic Chemistry
Database: 
Web of Science (WoS)

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