Pyrimidine is a six-membered diaza-heterocycle i. e., 1,3-diazine. It is found to be present in many biologically and pharmacologically active scaffolds like nucleotides, natural products, and drugs. The bioactivities of pyrimidine include anti-tubercular, anti-bacterial, anti-fungal, anti-viral, anti-inflammatory, anti-malarial, anti-cancer, anti-neoplastic and many more. In this review article we have summarized various synthetic approaches that involve the synthesis of these privileged building blocks by employing propargylic alcohols and their derivatives like propargylic esters and propargylic ynones as three carbon-components. Here, we have confined ourselves to the developments appeared during the period of 23 years i. e., 2000-2022.
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http://dx.doi.org/10.1002/asia.202300316 | DOI Listing |
In the current work, a palladium-catalyzed C-C bond cleavage reaction of primary alcohols has been developed. This transformation was characterized by a broad substrate scope, superior functional group tolerance, and high efficiency for selective C-C bond cleavage and was then followed by alkynyl-aryl cross coupling. Mechanism studies indicated that the propargyl alcohols underwent β-H elimination to form aldehydes rather than having undergone β-C elimination.
View Article and Find Full Text PDFJ Am Chem Soc
March 2025
Thomas Lord Department of Mechanical Engineering and Materials Science, Duke University, Durham, North Carolina 27708, United States.
Stimuli-responsive drug delivery systems have expanded the diversity of potential cargos by protecting payloads, extending circulation, and controlling payload release. However, quantitative characterization methods that accurately describe these complex systems are needed to accelerate their translation to the clinic. To this extent, degradable, thermoresponsive polyesters were developed through the ring-opening copolymerization of maleic anhydride and an oligo(ethylene glycol)-functionalized epoxide.
View Article and Find Full Text PDFVinyl sulfides and their sulfones act as very important building blocks in organic synthesis. Further they are prevalent in bioactive natural and unnatural products and exhibit diverse bioactivities. Here in we report a Z-enoate assisted Meyer-Schuster rearrangement approach for the rapid generation of 1,4-ketoester based vinyl sulfides.
View Article and Find Full Text PDFJ Org Chem
March 2025
School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, Shandong 273165, People's Republic of China.
hydrogenative cycloisomerization and sigmatropic rearrangement reactions of propargyl alcohol derivatives with different Ru(II) catalysts afforded cyclopropanation, cyclopentenylation, cyclohexenylation, and enol acetate, respectively. To understand the mechanism and origin of product selectivity, density functional theory calculations were performed. Calculated results reveal that propargyl alcohol derivatives with the electron-abundant neutral active catalyst [Cp*RuCl] facilitate the formation of a Cl counterion-assisted π-back bonding between Ru and σ* of C-H, which decreases the energy barrier of agostic interaction determining the cyclopropane product.
View Article and Find Full Text PDFPharmaceuticals (Basel)
January 2025
Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös Utca 6, H-6720 Szeged, Hungary.
: Gibberellins (GAs) are a family of tetracyclic -kaurenoid diterpenes found widely in several commonly used plants. Besides agricultural applications, gibberellins play an important role in the synthesis of bioactive compounds, especially those with antiproliferative and antibacterial activity. : A series of gibberellic acid-based 2,4-diaminopyrimidines was designed and synthesized from commercially available gibberellic acid.
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