A mild, visible-light-induced, regioselective cascade sulfonylation-cyclization of 1,5-dienes with sulfonyl chlorides through the intermolecular radical addition/cyclization of alkenes C(sp)-H was developed. This procedure proceeds well and affords a mild and efficient route to a range of monosulfonylated pyrrolin-2-ones at room temperatures.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10386375 | PMC |
| http://dx.doi.org/10.3390/molecules28145473 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Photoredox-Catalyzed 1,4-Dichloromethyldimerization of Alkenes with Chloroform: Access to Polychlorinated Vicinal Diaryl Alkanes.
Chemistry
January 2025
Southwest University, Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, 400715, Chongqing, CHINA.
A visible-light-mediated strategy is reported for the direct synthesis of polychlorinated vicinal diaryl alkanes from aryl alkenes and chloroform. In this approach, two haloalkyl radicals generated from chloroform via halogen atom transfer (XAT) and direct single electron transfer (SET) within the same photoredox catalysis cycle enable the 1,4-dichloromethyldimerization of alkenes. Besides chloroform, this strategy is applicable to carbon tetrachloride, bromotrichloromethane, and α-bromo carboxylic esters, yielding corresponding 1,4-disubstituted vicinal diaryl alkanes.
View Article and Find Full Text PDFSynthesis of fluorine-containing bicyclo[4.1.1]octenes photocatalyzed defluorinative (4 + 3) annulation of bicyclo[1.1.0]butanes with -difluoroalkenes.
Chem Sci
December 2024
Department of Chemistry, School of Chemistry, Xi'an Key Laboratory of Sustainable Energy Material Chemistry, Engineering Research Center of Energy Storage Materials and Devices, Ministry of Education, Xi'an Jiaotong University Xi'an 710049 China
Although bicyclo[4.1.1] systems are privileged scaffolds in many natural products and drug molecules, efficient synthetic approaches to these systems remain underdeveloped.
View Article and Find Full Text PDFVisible Light Photoredox Catalysis in the Synthesis of Phosphonate-Substituted 1,10-Phenanthrolines.
Molecules
November 2024
Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory 1-3, Moscow 119991, Russia.
Photoredox-catalyzed phosphonylation of bromo-substituted 1,10-phenanthrolines under visible light irradiation was studied. The reaction was shown to proceed under mild conditions with Eosin Y as a photocatalyst in DMSO under blue light irradiation. It is transition-metal-free and affords the target phosphonate-substituted 1,10-phenanthrolines in moderate yields (26-51%) in 22 to 40 h.
View Article and Find Full Text PDFRevolutionizing photocatalysis: Synthesis of innovative poly(N-tertiary-butylacrylamide)-graft-hydroxypropyl cellulose polymers for thermo-responsive applications via metal-free organic photoredox catalysis.
Int J Biol Macromol
December 2024
Advanced Membrane Technology Research Centre (AMTEC), Faculty of Chemical and Energy Engineering, University Technology Malaysia (UTM), 81310 Skudai, Johor Bahru, Malaysia.
In this study, we present a groundbreaking approach utilizing metal-free, visible light-mediated organic photoredox catalyzed atom transfer radical polymerization (O-ATRP) to synthesize cellulose-based stimuli-responsive polymers. Our method resulted in the successful synthesis of innovative metal-free poly(N-tertiary-butylacrylamide)-graft-hydroxypropyl cellulose (PNTBAM-g-HPC) polymers with exceptional control over molecular weight and narrow dispersity index (Đ) and explored their applications in organo-photocatalytic reactions. This approach addresses the limitations of traditional atom transfer radical polymerization method, which suffer from metal contamination and toxicity related problems.
View Article and Find Full Text PDFNickel/Photoredox Catalyzed Aryl-Alkyl Cross-Coupling with Alkyl Boronic Esters as Radical Precursors.
Chemistry
December 2024
State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032, P. R. China.
Nickel/photoredox dual catalyzed cross-coupling of aryl halides with alkylboron compounds is one of the effective methodologies for the construction of C(sp)-C(sp) bonds. Although elegant results have been achieved by using alkyl trifluoroborates as alkyl radical precursors, the generation of alkyl radicals from readily available alkyl boronic esters is still limited due to their high oxidation potential. We disclosed here that activation of alkyl boronic esters by MeOLi is highly efficient for the generation of alkyl radicals under photocatalysis conditions.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!