Efficient synthesis of antifungal pyrimidines via palladium catalyzed Suzuki/Sonogashira cross-coupling reaction from Biginelli 3,4-dihydropyrimidin-2(1H)-ones

TitleEfficient synthesis of antifungal pyrimidines via palladium catalyzed Suzuki/Sonogashira cross-coupling reaction from Biginelli 3,4-dihydropyrimidin-2(1H)-ones
Publication TypeJournal Article
Year of Publication2008
AuthorsGholap, AR, Toti, KS, Shirazi, F, Deshpande, MV, Srinivasan, KV
JournalTetrahedron
Volume64
Issue44
Pagination10214-10223
Date PublishedOCT
Type of ArticleArticle
ISSN0040-4020
KeywordsAntifungal activities, Biginelli compounds, chlorination, Oxidation, Pyrimidines, Suzuki coupling
Abstract

An efficient regioselective approach to the synthesis of tetrasubstituted pyrimidines was developed by sequential functionalization of easily available Biginelli 3,4-dihydropyrimidine-2(1H)-ones via dehydrogenation, chlorination followed by palladium catalyzed C-C Suzuki/Sonogashira coupling reaction. All the synthesized compounds were evaluated in vitro for their antifungal activities against Candida albicans, Cryptococcus neoformans, Benjaminiella poitrasii, Yarrowia lipolytica, and Fusarium oxysporum, and antibacterial activities against Gram-negative Escherichia coli and Gram-positive Staphylococcus aureus. (c) 2008 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tet.2008.08.033
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.645
Divison category: 
Biochemical Sciences
Organic Chemistry