The protection of a carbonyl is a standard procedure to mask the reactivity of this group towards nucleophiles and reductants. The present work pointed out the potentialities of arylazo sulfones as non-ionic photoacid generators (PAGs) to promote the efficient conversion of aldehydes and ketones into acetals, ketals, and 1,3-oxazolidines upon visible-light irradiation. This approach employed mild conditions and exhibited an easy scalability and a broad scope (80 examples included).
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http://dx.doi.org/10.1002/cssc.202201998 | DOI Listing |
Acc Chem Res
January 2025
The Wolfson Catalysis Centre, Department of Chemistry, University of Oxford, Oxford OX1 3QR, U.K.
ConspectusThe discovery of reversible hydrogenation using metal-free phosphoborate species in 2006 marked the official advent of frustrated Lewis pair (FLP) chemistry. This breakthrough revolutionized homogeneous catalysis approaches and paved the way for innovative catalytic strategies. The unique reactivity of FLPs is attributed to the Lewis base (LB) and Lewis acid (LA) sites either in spatial separation or in equilibrium, which actively react with molecules.
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January 2025
Department of Chemistry, Acadia University, Wolfville, NS B4P 2R6, Canada.
A concise, transition metal-free four-step synthetic pathway has been developed for the synthesis of tetracyclic heterosteroidal compounds, 14-aza-12-oxasteroids, starting from readily available 2-naphthol analogues. After conversion of 2-naphthols to 2-naphthylamines by the Bucherer reaction, subsequent selective C-acetylation was achieved via the Sugasawa reaction and reduction of the acetyl group using borohydride, which resulted into the corresponding amino-alcohols. The naphthalene-based amino-alcohols underwent double dehydrations and double intramolecular cyclization with oxo-acids leading to one-pot formation of a C-N bond, a C-O bond and an amide bond in tandem, to generate two additional rings completing the steroidal framework.
View Article and Find Full Text PDFMolecules
January 2025
State Key Laboratory of Chemical Engineering, East China University of Science and Technology, Shanghai 200237, China.
Metal-free materials have been proved to be promising replacements of traditional metal-based catalysts for advanced oxidation reactions. Carbon nitride was found to be able to activate HO and generate hydroxyl radicals (•OH). Nevertheless, the performance of carbon nitride is highly dependent on an external light source.
View Article and Find Full Text PDFChemistry
January 2025
Tianjin University, Department of Chemistry, 92 Weijin Road, 300072, Tianjin, CHINA.
Hydrogen peroxide (H2O2) is a versatile chemical widely used in various industries. The traditional anthraquinone method for H2O2 synthesis has environmental and safety concerns due to the use of organic solvents and hazardous by-products. The direct synthesis of H2O2 from H2 and O2 poses risks of flammability and explosion.
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
Department of Chemistry, University of Idaho, Moscow, Idaho 83844-2343, United States.
Lead azide (LA) is a widely utilized primary explosive, serving as the initiating charge in blasting caps or detonators to start the detonation process of secondary explosives. The toxicity and environmental concerns associated with LA have led to regulatory restrictions and increased scrutiny, prompting the search for lead-free alternatives. LA is highly sensitive toward heat, shock, or friction, which poses safety challenges during manufacturing, handling, and storage.
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