2,6-Lutidine and its derivatives in the presence of B(C6F5)3 undergo tautomerization to yield the corresponding enamine·B(C6F5)3 adducts when catecholborane is applied as a precatalyst. This reaction provides a straightforward way for benzylic C-H borylation of lutidines.
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http://dx.doi.org/10.1039/c6cc00347h | DOI Listing |
J Am Chem Soc
December 2024
Department of Chemistry and Applied Biosciences, Laboratory of Organic Chemistry, ETH Zurich, Zurich 8093, Switzerland.
Methyltrioxorhenium (MTO) supported on AlO or SiO-AlO is an efficient heterogeneous alkene metathesis catalyst that works at room temperature and tolerates various functional groups. Surface studies found that MTO interacts with highly Lewis-acidic aluminum centers and that its methyl group is probably C-H activated resulting in rhenium-methylidene species. The exact structure of the catalyst resting state and the active species is subject to scientific debate.
View Article and Find Full Text PDFDalton Trans
December 2024
A. N. Nesmeyanov Institute of Organoelement Compounds (INEOS), Russian Academy of Sciences, 28/1 Vavilov str., GSP-1, B-334, Moscow, 119334, Russia.
Octahedral Mn(I) complexes bearing tridentate donor ligands [(LL'L'')(CO)MnX] have recently emerged as major players in catalytic (de)hydrogenation processes. While most of these systems are still based on structurally rigid pincer scaffolds imposing a meridional coordination mode, for some more flexible tridentate ligands a facial arrangement of donor moieties becomes possible. Accordingly, the geometry of the corresponding Mn(I) hydrides [(LL'L'')(CO)MnH] directly involved in the catalytic processes, namely the nature of the donor extremity located in the -position of the hydride (CO and L for - and -configurations, respectively) may influence their hydride transfer ability.
View Article and Find Full Text PDFOrg Lett
August 2024
Yunnan Key Laboratory of Chiral Functional Substance Research and Application, Yunnan Minzu University, Yuehua Street, Kunming 650504, China.
The asymmetric Mannich-type reaction of quinoxalin-2-ones with difluoroenoxysilanes has been developed for the synthesis of chiral -difluoroalkylated quinoxalin-2-ones. The reaction worked in the presence of chiral phosphoric acid and B(CF) in THF at room temperature. The reaction exhibited a good substrate scope furnishing the products in good yields (up to 97%) with up to 96% .
View Article and Find Full Text PDFChemistry
October 2024
Laboratory of Catalysis and Organic Synthesis, Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015, Lausanne, Switzerland.
The first Ficini reaction between ynamides and acrylates is reported herein. The reaction is catalyzed by B(CF) acting as a Lewis acid and is giving access to stable tri-substituted aminocyclobutenes in high yield. The resulting products can be hydrogenated and epimerized under basic conditions or in presence of a Lewis acid, providing two distinct trans- aminocyclobutane monoester stereoisomers in high yield and diastereoisomeric ratio (up to quantitative yield and >99 : 1 dr).
View Article and Find Full Text PDFJ Mol Model
June 2024
Department of Chemistry, Birla Institute of Technology, Mesra, Ranchi, 835215, Jharkhand, India.
Context: Organic halides stand as invaluable reagents with diverse applications in synthetic chemistry and various industrial processes. Despite their utility, concerns arise due to their inherent toxicity. Addressing these apprehensions, hydro-dehalogenation has emerged as a promising strategy involving the replacement of halogen atoms with hydrogen atoms to transform toxic organic halides into hydrocarbons.
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