Research progress is often promoted by unexpected results that open the way to new scenarios. In this communication, an unprecedented condensation of arylacetic acids and isocyanides and the unusual base-mediated rearrangement of the resulting products to give two novel classes of polysubstituted pyrrolones and pyrrolidinediones are reported.
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http://dx.doi.org/10.1021/ol901512c | DOI Listing |
Inorg Chem
January 2025
Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong 999077, China.
The protonolysis and redox reactivity of a Ce(IV) carbonate complex supported by the Kläui tripodal ligand [(η-CH)Co{P(O)(OEt)}] (L) have been studied. Whereas treatment of [Ce(L)(CO)] () with RCOH afforded [Ce(L)(RCO)] ( = Me (), Ph (), 2-NOCH ()), the reaction of with PhCHCOH resulted in formation of a mixture of Ce(IV) () and Ce(III) () carboxylate species. In benzene in the dark, was slowly converted into via Ce(IV)-O(carboxylate) homolysis.
View Article and Find Full Text PDFMolecules
December 2024
National Institute for Research and Development of Isotopic and Molecular Technologies, Str. Donat 67-103, 400293 Cluj-Napoca, Romania.
The recently developed phenoplast-related polymer, poly(benzofuran--arylacetic acid), presents a versatile molecular structure containing lactone and carboxylic acid functionalities that offer significant flexibility in creating cured materials with tailored properties for diverse applications, wherein also the thermal conductivity is an important factor. This study analyses the possibility of forming amide moieties of poly(benzofuran--arylacetic acid) with diamines resulting in cross-linked products in order to control its thermal properties. The cross-linking process is achieved by utilizing three distinct diamines, 1,6-diaminohexane, -xylylenediamine, and 4,7,10-trioxa-1,13-tridecanediamine, each possessing different degrees of polarity, flexibility, and reactivity.
View Article and Find Full Text PDFJ Org Chem
November 2024
College of Pharmacy, National & Local Joint Engineering Research Center of Targeted and Innovative Therapeutics, IATTI, Chongqing University of Arts and Sciences, Chongqing 402160, China.
Sulfonylhydrazones have been proven to be versatile synthetic intermediates in a panel of transformations. However, radical sulfonylation with sulfonylhydrazone as sulfonyl radical source is relatively rare. Here, we found that sulfonylhydrazone can serve as a new sulfonyl radical precursor to couple various partners such as arylacetic acids, ene-yne-ketones, and -quinone methides under copper catalysis and microwave irradiation.
View Article and Find Full Text PDFChemistry
December 2024
School of Chemistry and Chemical Engineering, Nanchang University, Nanchang, China, 330031.
After systematic realization of decarboxylative functionalization of carboxylic acids under heating conditions in our group, we herein reported an electrochemical method for Ni-catalyzed decarboxylative oxygenation of arylacetic acids under open air conditions. The protocol provided corresponding carbonyls including aldehydes and ketones in moderate to satisfactory yields with good functional group tolerance, furthermore, the practicability and advantage of the method was highlighted through Ni-catalyzed oxidative decarboxylation of carboxylic acid-containing drugs and preformation of scalable transformation. Mechanistic studies demonstrated that the possible involvement of free radical intermediate in the conversion.
View Article and Find Full Text PDFOrg Biomol Chem
July 2024
Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637002, China.
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