Molecular Catalysis, Год журнала: 2024, Номер 570, С. 114685 - 114685
Опубликована: Ноя. 21, 2024
Язык: Английский
Molecular Catalysis, Год журнала: 2024, Номер 570, С. 114685 - 114685
Опубликована: Ноя. 21, 2024
Язык: Английский
Journal of the American Chemical Society, Год журнала: 2023, Номер 145(32), С. 17527 - 17550
Опубликована: Авг. 2, 2023
The C–O bond is ubiquitous in biologically active molecules, pharmaceutical agents, and functional materials, thereby making it an important group. Consequently, the development of bond-forming reactions using catalytic strategies has become increasingly research topic organic synthesis because more conventional methods involving strong base acid have many limitations. In contrast to ionic-pathway-based methods, copper-promoted radical-mediated formation experiencing a surge interest owing renaissance free-radical chemistry photoredox catalysis. This Perspective highlights appraises state-of-the-art techniques this burgeoning field. contents are organized according different reaction types working models.
Язык: Английский
Процитировано
43Journal of the American Chemical Society, Год журнала: 2024, Номер 146(14), С. 10167 - 10176
Опубликована: Март 27, 2024
The π-bond enrichment frameworks not only serve as a crucial building block in organic synthesis but also assume pivotal role the fields of materials science, biomedicine, photochemistry, and other related disciplines owing to their distinctive structural characteristics. incorporation various substituents into C═C double bonds tetrasubstituted alkenes is currently highly significant research area. However, with diverse on poses challenge achieving stereoselectivity. Here, we reported an efficient convergent route Cu-catalyzed borylalkynylation both symmetrical unsymmetrical 1,3-diynes, B2pin2, acetylene bromide construction boronated phenyldiethynylethylene (BPDEE) derivatives excellent chemo-, stereo-, regioselectivities. BPDEE could transform novel π-conjugated gem-diphenyldiethynylethylene (DPDEE), vinylphenyldiethynylethylene (VPDEE), phenyltriethynylethylene (PTEE) by stepwise process, which provides flexible platform for complex that were difficult synthesize previous methods. initial optical characterization revealed synthesized molecules exhibited aggregation-induced emission (AIE) properties, further establishes groundwork future applications enriches advances field functional research.
Язык: Английский
Процитировано
15The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(18), С. 13279 - 13290
Опубликована: Авг. 31, 2023
A strategy utilizing silver-catalyzed oxidative decarboxylation radical cascade cyclization of arylthiodifluoroacetic acids with alkenes for the simple and efficient preparation difluoromethylated thiochromanes 2,2-disubstituted-N-arylbutanamides derivatives has been developed. This approach includes good functional group tolerance, easily accessible starting materials, operational simplicity.
Язык: Английский
Процитировано
16Chinese Journal of Chemistry, Год журнала: 2023, Номер 41(21), С. 2819 - 2824
Опубликована: Июнь 25, 2023
Comprehensive Summary Due to its unique electronic properties, the difluoromethylene group (CF 2 ) has served as a valuable unity in design of biologically active molecules. Since γ‐lactones display broad range biological α,α‐difluoro‐γ‐lactones may exhibit unexpected activities, and thus their synthesis received increasing attention. Traditional synthetic methods suffer from tedious multi‐ step processes, very few effective have been reported recently. Herein, we describe difunctionalization alkenes with BrCF CO K under photoredox catalysis use boron‐Lewis acid for access α,α‐difluoro‐γ‐lactones. In this transformation, alkene substrates used reagents, including acid, PhB(OH) or BF 3 ·THF, are cheap widely available. High efficiency atom economy make protocol attractive.
Язык: Английский
Процитировано
9Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Март 16, 2025
A cost-effective and environmentally friendly method for the direct conversion of primary amides to nitriles was developed using commercially available non-toxic ethyl bromodifluoroacetate as a difluorocarbene precursor under metal-free ligand-free conditions. The reaction features high yields tolerates various sensitive moieties, including alkyl, alkenyl, ether, sulfone, sulfoxide, heteroaryl, chloro, bromo, iodo, hydroxyl, nitro, cyano groups, late-stage modification complex molecules is also feasible. Moreover, present effective on large scales, showing potential industrial application.
Язык: Английский
Процитировано
0Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Март 28, 2025
Vinyl difluoromethylene units (−CF−) significantly enhance the bioactivity and physical chemical properties of compounds. Despite recent advances in introducing vinyl units, radical-mediated formation these motifs remains largely unexplored. A novel serial catalytic strategy for selective defluoroalkylation trifluoromethyl alkenes has been developed, utilizing photocatalytic defluorocarboxylation followed by photoinduced iron-catalyzed decarboxylation/isomerization. The reaction involves generating difluoroallyl radicals, tautomerizing to proceeding through radical addition alkylation.
Язык: Английский
Процитировано
0Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(13), С. 3717 - 3723
Опубликована: Янв. 1, 2024
Visible-light-induced phosphine-catalyzed radical cyclization of bromodifluoroacyl arenes with diverse alkenes, affording a variety cyclic gem -difluoroacyl scaffolds in good to excellent yields.
Язык: Английский
Процитировано
3The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(18), С. 13457 - 13471
Опубликована: Сен. 3, 2024
Organic molecules containing a difluoroalkyl group are valuable and versatile chemicals because of their unique physicochemical biological properties. Accordingly, the development efficient practical difluoroalkylation for preparation these compounds is important attractive. Herein, we demonstrate photoredox-catalyzed base-dependent selective carbodifluoroalkylation halodifluoroalkylation alkenes using readily available 2-(allyloxy)arylaldehydes [or 2-(allylamino)arylaldehydes] XCF
Язык: Английский
Процитировано
3The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(15), С. 10831 - 10843
Опубликована: Июль 11, 2024
Direct construction of
Язык: Английский
Процитировано
2Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Сен. 30, 2024
Herein, we report a visible light-induced difluoromethylation cyclization and subsequent amination-defluorination reaction. This protocol allows efficient to valuable 3-fluoro-quinolinones in moderate excellent yields. A sequential difluoromethylation-cyclization-amination-defluorination mechanism was proposed based on study. Further density functional theory (DFT) calculations revealed that the base K
Язык: Английский
Процитировано
2