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A highly efficient one-pot three-component regioselective synthesis of 4-aryl-3-aroyl-2-methylsulfanyl-4,6,7,8-tetrahydrothiochromen-5-ones has been developed by annulation of β-oxodithioesters with aldehydes and cyclic 1,3-diketones under solvent-free conditions promoted by P(2)O(5). No cocatalyst or activator is needed in this protocol. The merit of this process is highlighted by its high efficiency of producing three new bonds and a stereocenter in one operation.
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http://dx.doi.org/10.1021/ol201458q | DOI Listing |
Org Lett
September 2025
School of Chemistry and Chemical Engineering, Hefei University of Technology and Anhui Province Key Laboratory of Value-Added Catalytic Conversion and Reaction Engineering, Hefei 230009, China.
Under visible-light photocatalysis facilitated by cobalt coordination, a highly regio- and stereoselective cycloisomerization reaction of 1,6-enynes has been developed. This method enables the efficient synthesis of various skipped 1,4-diene products with excellent stereoselectivity, using commercially available cobalt catalysts, ligands, and reagents. Notably, the reaction exhibits remarkable regioselectivity (>20:1), stereoselectivity (/ > 20:1), and high yields (58-92%) under mild conditions, along with a broad substrate scope and good functional group tolerance.
View Article and Find Full Text PDFFood Chem
September 2025
Department of Pharmaceutical and Biological Engineering, School of Chemical Engineering, Sichuan University, Chengdu 610065, China. Electronic address:
Amino acid surfactants have garnered increasing attention as green and safe alternatives. Bioinspired by the melanogenesis pathway, this study developed a novel melanin-like amino acid surfactant with a melanin mimetic structure by conjugating glycine to o-quinone. Pterostilbene, a versatile natural monophenol, was oxidized to form o-quinone crystals by 2-iodoxybenzoic acid in a manner analogous to tyrosinase.
View Article and Find Full Text PDFChem Commun (Camb)
September 2025
Center for Drug Research and Development, Guangdong Pharmaceutical University, Guangzhou, 510006, P. R. China.
Herein, we report an Ir(III)-catalyzed regioselective C-H acylmethylation of indolizines with β-ketosulfoxonium ylides, enabling the efficient synthesis of C3-functionalized indolizine derivatives. By modifying the reaction conditions, a controllable Ir(III)-catalyzed dicarbonylation of the same substrates was also achieved. In this transformation, β-ketosulfoxonium ylides serve as a rare alternative to conventional oxophenacyl halides.
View Article and Find Full Text PDFChemistry
September 2025
Beijing National Laboratory for Molecular Sciences, Key Laboratory of Polymer Chemistry and Physics of Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, China.
Sequence-controlled polyester-based alternating copolymers have attracted significant interest due to their biocompatibility, biodegradability, closed-loop recyclability, and hydrolytic degradability, offering broad potential in biomedical and sustainable materials. Among the available strategies, regioselective ring-opening polymerization (ROP) of asymmetric cyclic di(thio)esters and cyclic(ester-amide)s has emerged as a promising approach for constructing alternating copolymers with precise sequence- and stereo-control, structural diversity, and tunable properties. This review classifies asymmetric cyclic monomers into two categories: (1) monomers with two aliphatic ester bonds, where regioselectivity is mainly dictated by steric differences and typically requires tailored metal catalysts; and (2) monomers with chemically distinct reactive sites (e.
View Article and Find Full Text PDFOrg Lett
September 2025
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Ahmedabad, Gujarat 382355, India.
Herein, we report an easily tunable and regioselective Pd-catalyzed allene-alkyne coupling protocol for the stereodivergent synthesis of - and -1,3-enynes using purine allenamine by a simple switch of ligands P(-tolyl)Ph and Boc-Phe-OH. For the first time, we have explored mono--protected amino acids (MPAAs) as ligands in allene-alkyne coupling to furnish -1,3-enynes selectively. This protocol streamlined the access to chiral 1,3-enynes and addressed the long-standing stereoselectivity challenges associated with 1,3-enynes from allene-alkyne coupling.
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