A novel Ni(0) -catalyzed carboxylation of aryl tosylates with carbon dioxide has been achieved under moderate temperatures and atmospheric pressure. In this procedure, the active Ni(0) species is generated in situ by simply mixing the Ni(0) precatalyst [NiBr2 (bipy)] with an excess of manganese metal. This approach requires neither a glove-box nor the tedious preparation of sophisticated intermediate organometallic derivatives. This mild, convenient, and user-friendly process is successfully applied to the valorization of carbon dioxide and the synthesis of versatile reactants with broad tolerance of substituents.
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http://dx.doi.org/10.1002/chem.201503926 | DOI Listing |
Nat Chem
January 2025
Department of Chemistry, Scripps Research, La Jolla, CA, USA.
Amino alcohols are vital in natural products, pharmaceuticals and agrochemicals, and as key building blocks for various applications. Traditional synthesis methods often rely on polar bond retrosynthetic analysis, requiring extensive protecting group manipulations that complicate direct access. Here we show a streamlined approach using a serine-derived chiral carboxylic acid in stereoselective electrocatalytic decarboxylative transformations, enabling efficient access to enantiopure amino alcohols.
View Article and Find Full Text PDFChem Commun (Camb)
January 2025
School of Chemical Sciences, National Institute of Science Education and Research (NISER), An OCC of Homi Bhabha National Institute, Bhubaneswar-752050, India.
The reduction of aryl carboxylates to methyl and allyl arene was attained using a well-defined cobalt catalyst. This catalytic transformation employs only a sub-stoichiometric amount of base, and diethylsilane as a reductant. Catalytic activation of the Si-H bond of the silanes, C-O bond of the ester, and silyl ether intermediates by cobalt is crucial to achieving exhaustive reduction.
View Article and Find Full Text PDFJ Biomol Struct Dyn
December 2024
Department of Chemistry, Dyal Singh College, University of Delhi, New Delhi, India.
From the most prevalent cancers, breast and lung cancers have a meager survival rate for both men and women. These two cancers are related to each other. Breast cancer can possibly spread to the lungs or the region between the lung and the chest wall.
View Article and Find Full Text PDFChem Commun (Camb)
December 2024
Department of Chemistry, School of Pharmacy, Air Force Medical University, Xi'an, 710032, China.
An efficient synthesis of continuously substituted quinoline derivatives palladium-catalyzed intramolecular 6- imidoylative cyclization of -alkenyl aryl isocyanides with (hetero)aryl halides or vinylic triflates has been developed. The reaction proceeds through the concerted metalation-deprotonation (CMD) mechanism by activation of a vinyl C-H bond with imidoylpalladium assisted by the carboxylate.
View Article and Find Full Text PDFJ Org Chem
December 2024
Key Laboratory of Biocatalysis & Chiral Drug Synthesis of Guizhou Province, School of Pharmacy, Zunyi Medical University, Zunyi 563003, P. R. China.
A convenient electrochemical oxidative cascade cyclization of alkenes equipped with pendant alcohols with general nucleophiles was developed. Using readily available diarylmethanimine and carboxylic acids as nucleophilic sources, a broad range of internal alkene and terminal alkene substrates could produce RCO- and ArCN-functionalized -heterocycles in moderate to high yields without the requirement for external oxidants and metals. These resulting products can subsequently be hydrolyzed to yield valuable NH- and OH-functionalized tetrahydrofurans and tetrahydropyranes under mild conditions.
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