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http://dx.doi.org/10.1002/anie.201303987 | DOI Listing |
Comb Chem High Throughput Screen
January 2025
APIGENEX s.r.o., Poděbradská 173/5, Prague 19000, Czech Republic.
Objective: In search of efficient anticancer agents, we aimed at the design and synthesis of a library of tetrasubstituted alkenes. These are structural analogues of tamoxifen, one of the widely used anticancer therapeutics.
Methods: Our small organic compound library was prepared via a chemical synthesis in the solution using the Larock three-component coupling reaction, which is known to tolerate diverse functional groups.
Nat Commun
December 2024
Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education of China, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha, Hunan, 410081, China.
Owning to the versatile nature in participation of Diels-Alder (D-A) reactions, the development of efficient approaches to generate active ortho-quinodimethanes (o-QDMs) has gained much attention. However, a catalytic method involving coupling of two readily accessible components to construct o-QDMs is lacking. Herein, we describe a palladium carbene migratory insertion enabled dearomative C(sp)-H activation to form active o-QDM species through the cross-coupling of N-tosylhydrazones with aryl halides.
View Article and Find Full Text PDFOrg Biomol Chem
January 2025
Department of Chemistry, Central University of Punjab, Bathinda, 151004, Punjab, India.
A Cu-catalyzed three-component cascade reaction has been developed, involving -alkynylaryl aldehydes, terminal alkynes and aliphatic/aromatic amines or diamines. This diversity oriented methodology successfully delivered a rich library of 72 molecules in good to excellent yields (yields up to 99%) through the application of an A-coupling reaction. This method is green, straightforward to execute, requires a short reaction time (2 min-4 h), does not require solvents or harsh or inert conditions, can be performed in open air, and utilizes only a small amount of a cheap and readily available catalyst (2.
View Article and Find Full Text PDFJ Org Chem
July 2024
School of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. China.
A novel one-pot pseudo-three-component reaction of 2-amino-4-chromen-4-ones with 4-benzylidene-5-alkyl-2-aryl-2,4-dihydro-3-pyrazol-3-ones was investigated for the synthesis of the spiro[chromeno[2,3-]pyridine-3,4'-pyrazole] derivatives. This procedure involved Michael addition, elimination, and hetero-Diels-Alder sequences, affording a series of spiropyrazolone-chromeno[2,3-]pyridines in good yields that possessed relationships between two aryl groups and the carbonyl of the pyrazolone unit.
View Article and Find Full Text PDFJ Org Chem
July 2023
Servier Research Institute of Medicinal Chemistry, Záhony u 7, 1031 Budapest, Hungary.
The Spin-Center Shift (SCS) elimination is a specific way for the generation of radicals with relevance in synthetic and biochemical pathways. The combination of SCS-mediated radical chemistry and atom-transfer radical addition (ATRA) offers new directions in diversity-oriented chemical synthesis. Herein, we report a photoredox three-component reaction of α-acyloxy--heterocycles as radical precursors, styrene derivatives as radical trapping agents, and alcohols as nucleophilic quenchers.
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