Despite the importance of monofluoroalkyl groups in pharmaceutically relevant molecules, catalytic protocols for their incorporation into alkenes remain limited. We describe herein a three-component acylmonofluoroalkylation of alkenes for the introduction of such moieties through an unprecedented cooperativity between the N-heterocyclic carbene catalyst and earth-abundant Mn(II) complex. This general method can be applied to a variety of alkenes, including styrenes, 1,3-enynes, and allenes, as well as complex substrates containing natural product and drug motifs.
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http://dx.doi.org/10.1021/acs.orglett.3c03461 | DOI Listing |
Acc Chem Res
January 2025
The Department of Chemistry, State University of New York at Binghamton, Binghamton, New York 13902, United States.
ConspectusIn the search for efficient and selective electrocatalysts capable of converting greenhouse gases to value-added products, enzymes found in naturally existing bacteria provide the basis for most approaches toward electrocatalyst design. Ni,Fe-carbon monoxide dehydrogenase (Ni,Fe-CODH) is one such enzyme, with a nickel-iron-sulfur cluster named the C-cluster, where CO binds and is converted to CO at high rates near the thermodynamic potential. In this Account, we divide the enzyme's catalytic contributions into three categories based on location and function.
View Article and Find Full Text PDFPharmaceuticals (Basel)
December 2024
Department of Chemistry and Biology "A. Zambelli", University of Salerno, Via Giovanni Paolo II, 132, 84084 Fisciano, Italy.
The strict connections/interactions between microbial infections and cancer are nowadays widely accepted. Hence, the dual (or multiple) targeting of microbial infections and cancer is an essential issue to be addressed. In this context, metal complexes have gained considerable importance and effectiveness in medicinal chemistry.
View Article and Find Full Text PDFJ Org Chem
January 2025
School of Science, China Pharmaceutical University, Nanjing 210009, P. R. China.
An -heterocyclic carbene-catalyzed atroposelective [3 + 3] annulation of alkynyl acylazoliums with benzothiazole derivatives has been developed for the divergent synthesis of axially chiral triaryl 2-pyranones and fused 2-pyridones. The regioselectivity of this protocol depends on the structure of benzothiazoles with three different nucleophilic centers. The obtained axially chiral frameworks represent a new class of arylheterocycle atropisomers, which may be potentially useful in medicinal chemistry.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Tsinghua University, Chemistry Department, 1 Tsinghua Yuan, Haidian District, 100084, Beijing, CHINA.
Open metal sites are crucial in catalysis. We have used a "loose coordination strategy" (LCS) to preorganize open metal sites in gold cluster catalysts. A gold nanocluster with composition of [Au26(3,4-Me2-Ph-form)9(iPr2-imy)3(Me2S)](BF4)2(iPr2-imy = 1,3-Diisopropylimidazolium tetrafluoroborate, 3,4-Me2-Ph-form = N,N'-Di(3,4-dimethyl-phenyl)formamidine) (Au26) has been obtained by one pot synthesis, i.
View Article and Find Full Text PDFSmall
January 2025
Department of Chemistry, Gwangju Institute of Science and Technology (GIST), Gwangju, 61005, Republic of Korea.
Extreme ultraviolet (EUV) lithography has enabled significant reductions in device dimensions but is often limited by capillary force-driven pattern collapse in conventional wet processes. Recent dry-development approaches, while promising, frequently require toxic etchants or specialized equipment, limiting their broader applicability and highlighting the need for more sustainable, cost-effective alternatives. In this study, highly reactive, etchant-free dry-developable EUV photoresists using N-heterocyclic carbene (NHC)-based metal-ligand complexes, achieving half-saturation at EUV doses of 8.
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