Transition-metal-catalyzed directed C-H alkenylation with maleimides has attracted much attention in recent years, as maleimide core moieties are present in various natural products and pharmaceuticals. In addition, these derivatives can be readily modified into biologically important compounds including succinimides, pyrrolidines and γ-lactams. The efficient chelation-assisted inert C-H bond activation strategy provides straightforward access to a wide array of structurally diverse molecules containing maleimide units. This review describes the major progress and mechanistic investigations on Heck-type reaction/cyclization of maleimides with organic molecules until early 2022.
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http://dx.doi.org/10.1039/d2ob00604a | DOI Listing |
Org Lett
December 2024
Biomimetic Catalysis, Catalysis Research Center, TUM School of Natural Sciences, Technical University of Munich, Lichtenbergstrasse 4, 85748 Garching, Germany.
Inspired by natural cryptic halogenation in -bond formation, this study developed a synthetic approach combining biocatalytic bromination with transition-metal-catalyzed cross-coupling. Using the cyanobacterial VHPO, a robust and sustainable bromination-arylation cascade was created. Genetic modifications allowed enzyme immobilization, enhancing the compatibility between biocatalysis and chemocatalysis.
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December 2024
Department of Material and Chemical Engineering, Zhengzhou University of Light Industry, Zhengzhou 450002, P. R. China.
In light of the extensive applications of sulfur-containing heterocyclic compounds in drug discovery, agrochemicals, and advanced materials, the construction of complex sulfur-containing molecular scaffolds has flourished in recent years. There is a profound interest in synthetic methods for forming carbon-sulfur bonds. Regarding this, transition metal (TM)-catalyzed C-H bond activation has emerged as a valuable means for the rapid formation of C-S bonds, although it is comparatively less explored than C-N or C-C bonds.
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November 2024
Collaborative Innovation Center for Efficient Utilization of Water Resources, North China University of Water Resources and Electric Power, Zhengzhou 450046, China.
Ionic liquids have been utilized in numerous significant applications within the field of chemistry, particularly in organic chemistry, due to their unique physical and chemical properties. In the realm of asymmetric transition-metal-catalyzed transformations, chiral ionic-liquid-supported ligands and their corresponding transition-metal complexes have facilitated these processes in unconventional solvents, especially ionic liquids and water. These innovative reaction systems enable the recycling of transition-metal catalysts while producing optically active organic molecules with comparable or even higher levels of chemo-, regio-, and stereoselectivity compared to their parent catalysts.
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October 2024
Department of Chemistry, University of Chicago, Chicago, Illinois 60637, United States.
Arylethylamines represent a privileged scaffold in pharmaceutical compounds and form the backbone of many medical drugs, including those used for treating neurological diseases and pain. Their biomedical significance has inspired new synthetic methods that rely on transition metal-catalyzed aminoarylation reaction to an alkene, often in conjunction with a photoredox catalyst or a photosensitizer, and guided by a directing or stabilizing group. Here, we introduce a simple and effective method for azidoarylation of unactivated alkenes under transition metal-free conditions.
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November 2024
Department: Photocatalysis & Synthetic Methodology Lab (PSML), Amity Institute of Click Chemistry Research & Studies (AICCRS), Amity University, Noida, 201303, India.
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