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One‐Pot Synthesis of (1,2,3‐Triazolyl)methyl 3,4‐Dihydro‐2‐oxo‐1 H ‐pyrimidine‐5‐carboxylates as Potentially Active Antimicrobial Agents
Author(s) -
Dabiri Minoo,
Salehi Peyman,
Bahramnejad Mahboubeh,
Koohshari Majid,
Aliahmadi Atousa
Publication year - 2014
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201300198
Subject(s) - chemistry , antimicrobial , pyrimidine , candida albicans , catalysis , propargyl , urea , aryl , staphylococcus aureus , combinatorial chemistry , antifungal , bacteria , organic chemistry , stereochemistry , microbiology and biotechnology , alkyl , biology , genetics
A simple and efficient one‐pot four‐component procedure has been developed for the synthesis of a wide range of compounds containing the (triazolyl)methyl oxo‐pyrimidine‐carboxylate system from propargyl β ‐keto esters, various azides, aldehydes, and urea in the presence of catalytic amounts of (AcO) 2 Cu/sodium ascorbate in AcOH. The method worked well with different aryl and heteroaryl aldehydes, and for a variety of substituents in the triazolyl part of the molecule. The antimicrobial activities of the products were evaluated against two Gram ‐positive and Gram ‐negative bacteria, and one fungus. Compound 5j was active against Staphylococcus aureus and Candida albicans.