A base-mediated [3 + 3] benzannulation strategy for the conversion of 1,3-bis(sulfonyl)propenes and β,γ-unsaturated α-ketoesters to diaryl sulfones has been developed. This method provides facile, metal-free and efficient access to highly substituted diaryl sulfones in good to excellent yields. In addition, the sulfonyl group could be easily removed or converted to other functional groups via an organostannane intermediate.
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http://dx.doi.org/10.1039/c8ob00662h | DOI Listing |
Environ Sci Pollut Res Int
December 2024
College of Economics and Environmental Policy, Okinawa International University, Ginowan, Okinawa, 901-2701, Japan.
Per- and polyfluoroalkyl substances (PFAS) are persistent environmental pollutants that have been used for various purposes. Although PFAS can pollute the environment in a variety of areas related to the use, storage, and disposal of their products, there are insufficient data on the extent of PFAS pollution outside industrialized countries with their manufacturing facilities. Most of the analyses depend on high-cost liquid chromatography-tandem mass spectrometry.
View Article and Find Full Text PDFOrg Lett
November 2024
School of Chemistry and Molecular Engineering, Nanjing Tech University, 30 South Puzhu Road, Nanjing 211816, P. R. China.
The one-pot synthesis of diphenylacetylene by the reaction of methyl benzoate with 1-(benzylsulfonyl)-3,5-di(trifluoromethyl)benzene was developed. The combination of LiN(SiMe) and KN(SiMe) is key to promoting the reaction. Simply combining methyl benzoate, 1-(benzylsulfonyl)-3,5-di(trifluoromethyl)benzene, LiN(SiMe), and KN(SiMe) can produce a variety of diaryl acetylenes (28 examples, 18-70% yields).
View Article and Find Full Text PDFArch Biochem Biophys
November 2024
Department of Biochemistry, Faculty of Pharmacy, Anadolu University, Eskişehir, 26470, Turkey.
Sulfonamides, recognized as carbonic anhydrase (CA, EC 4.2.1.
View Article and Find Full Text PDFChemistry
December 2024
Department of Chemistry, Graduate, School of Science, Tohoku University, Aramaki, Aoba-ku, Sendai, 980-8578, Japan.
A synthetic method of tertiary alcohols was developed based on the formal umpolung addition of aryl ketones with electrophiles utilizing the [1,2]-phospha-Brook rearrangement under Brønsted base catalysis. The addition reaction of α-hydroxyphosphonates, derived from alkyl aryl- and diaryl ketones, with electrophiles such as phenyl vinyl sulfone, afforded phosphates having a tertiary alkyl group, which were readily convertible to the corresponding tertiary benzylic alcohols. This operationally simple protocol provides efficient complementary access to tertiary alcohols that are difficult to synthesize by conventional methods.
View Article and Find Full Text PDFMolecules
April 2024
UMR7042 Université de Strasbourg-CNRS-UHA, Laboratoire d'Innovation Moléculaire et Applications (LIMA), Team Bio(IN)organic and Medicinal Chemistry, European School of Chemistry, Polymers and Materials (ECPM), 25 Rue Becquerel, F-67087 Strasbourg, France.
2,6-Diaryl-4-tetrahydro-thiopyran-4-ones and corresponding sulfoxide and sulfone derivatives were designed to lower the major toxicity of their parent anti-kinetoplatidal diarylideneacetones through a prodrug effect. Novel diastereoselective methodologies were developed and generalized from diarylideneacetones and 2,6-diaryl-4-tetrahydro-thiopyran-4-ones to allow the introduction of a wide substitution profile and to prepare the related -oxides. The in vitro biological activity and selectivity of diarylideneacetones, 2,6-diaryl-4-tetrahydro-thiopyran-4-ones, and their -sulfoxide and sulfone metabolites were evaluated against , , and various species in comparison with their cytotoxicity against human fibroblasts MRC-5.
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