A cobalt-catalyzed [4 + 1] cycloaddition of easily accessible amides with isocyanides for the efficient synthesis of 3-iminoisoindolinone derivatives in high yield under mild conditions via intramolecular C(sp)-H activation and isocyanide insertion is reported. The annulation was found to be applicable to a broad range of substrates, including arylamides, heteroarylamides, and acrylamide derivatives. Strongly coordinating N-heterocyclic directing groups such as pyridine, pyrimidine, and even pyrazole were fully tolerated in this cobalt-catalyzed C-H activation reaction.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1021/acs.joc.6b02797 | DOI Listing |
Int J Biol Macromol
January 2025
College of Chemistry and Chemical Engineering, Southwest Petroleum University, Chengdu 610500, PR China; Engineering Research Center of Oilfield Chemistry, Ministry of Education, Chengdu 610500, PR China; Oil & Gas Field Applied Chemistry Key Laboratory of Sichuan Province, Chengdu 610500, PR China. Electronic address:
In this study, polyamide/silica/sodium alginate (SA) composite (PA-Si-SA) was successfully prepared in one-step benzoxazine-isocyanide chemistry (BIC)/sol-gel process at room temperature. The chemical structure and fundamental properties of PA-Si-SA were characterized by FT-IR, solid-state C NMR, XPS, XRD, SEM, BET and TG, etc. The presence of anionic SA and diverse N, O-containing functional segments (amide, tertiary amine, alkyl/phenol -OH, Si-O-Si, and COO) in PA-Si-SA endows it synergistic complexation capability toward Pb and Cd.
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
Department of Chemistry, Seoul National University, Seoul 08826, Korea.
Sequence-defined polymers composed of a large pool of chemically distinct monomers (SDPs) have been pursued to achieve the structural and functional precisions exhibited by biopolymers in nonbiological environments. In contrast to the incremental growth of SDPs by sequential addition of individual monomers, the iterative exponential growth (IEG) method allows the synthesis of high molecular-weight SDPs, but their sequences have been composed mostly of binary monomers. Consequently, achieving high molecular-weight SDPs built with a large pool of monomers remains a challenge.
View Article and Find Full Text PDFPain
February 2025
Department of Neuroscience, The Center for Advanced Pain Studies, The University of Texas at Dallas, Richardson, TX, United States.
Human experimental studies have shown that levcromakalim, an ATP-sensitive potassium (K ATP ) channel opener, induces migraine attacks in people with migraine but not in healthy volunteers. However, the exact site of action for K ATP channels in migraine pathophysiology remains unclear. This study investigates the role of these channels in the meninges in eliciting behavioral hypersensitivity responses in mice.
View Article and Find Full Text PDFACS Omega
December 2024
Department of Organic Chemistry, Faculty of Chemistry and Petroleum Sciences, Bu-Ali Sina University, Hamedan 6517838683, Iran.
In our study, we aimed to use olive pomace, food industry waste, as biomass to produce biochar nanoparticles. The surface of the biochar was functionalized with the l-histidine ligand, and then cupric acetate was added to prepare Cu-l-histidine@biochar as a final catalyst for the chemo- and homoselective synthesis of amide and aniline derivatives. To characterize the novel catalyst, we employed various techniques.
View Article and Find Full Text PDFOrg Biomol Chem
December 2024
Department of Chemistry, School of Sciences and Humanities, Nazarbayev University, Astana, 010000, Kazakhstan.
We report a two-step one-pot synthesis of the 2,6-diarylmorpholin-3-one core based on the Ugi reaction of 2-oxoaldehyde with 2-hydroxycarboxylic acid, a primary amine and -butyl isocyanide followed by a triflic acid-promoted intramolecular condensation accompanied by the loss of the isocyanide-originated amide moiety. The overall transformation proceeds with complete retention of stereoconfiguration at the 2-hydroxycarboxylic acid-derived chiral center, allowing the target morpholin-3-ones to be obtained in an enantiopure form. Subsequent double bond hydrogenation and amide reduction allow the degree of unsaturation to be reduced, providing a convenient entry to the -2,6-diphenylmorpholine motif.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!