
Research Square (Research Square), Год журнала: 2024, Номер unknown
Опубликована: Окт. 29, 2024
Язык: Английский
Research Square (Research Square), Год журнала: 2024, Номер unknown
Опубликована: Окт. 29, 2024
Язык: Английский
Nature Communications, Год журнала: 2025, Номер 16(1)
Опубликована: Янв. 11, 2025
The difluoromethyl group is a crucial fluorinated moiety with distinctive biological properties, and the synthesis of chiral CF₂H-containing analogs has been recognized as powerful strategy in drug design. To date, most established method for accessing enantioenriched compounds involves enantioselective functionalization nucleophilic electrophilic CF₂H synthons. However, this approach limited by lower reactivity reduced enantioselectivity. Leveraging unique fluorine effect, we design synthesize radical synthon incorporating isoindolinone into alkyl halides asymmetric transformation. Here, report an efficient construction carbon stereocenters featuring via nickel-catalyzed Negishi cross-coupling. This demonstrates mild reaction conditions excellent Given that optically pure difluoromethylated amines isoindolinones are key structural motifs bioactive compounds, offers practical solution drug-like molecules. moiety, screening. authors
Язык: Английский
Процитировано
1Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(20), С. 2479 - 2484
Опубликована: Июнь 21, 2024
Comprehensive Summary Traditional reduction coupling reactions of two bromides typically rely on transition metal catalysis. Here, we introduce the development a visible‐light catalytic direct reaction between α ‐CF 3 ‐alkyl and alkynyl to access valuable organic frameworks. Our research confirms excellent compatibility this with various functional groups, which could be used modify substrate biologically active molecular fragments. Mechanistic investigations, including control experiments, fluorescence quenching studies, light‐switching have provided insights into mechanism. This study paves way for application catalysis in diverse synthetic transformations, offering sustainable efficient approach synthesis.
Язык: Английский
Процитировано
3Chemical Communications, Год журнала: 2025, Номер unknown
Опубликована: Янв. 1, 2025
We present a highly efficient and versatile nickel-catalyzed protocol for the reductive cross-coupling of unactivated CF2H-substituted electrophiles with wide variety aryl alkenyl halides. This novel approach offers high catalytic reactivity broad functional group compatibility, enabling late-stage fluoroalkylation drug molecules.
Язык: Английский
Процитировано
0ACS Catalysis, Год журнала: 2025, Номер unknown, С. 8140 - 8149
Опубликована: Май 1, 2025
Язык: Английский
Процитировано
0Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Май 23, 2025
The development of robust and readily available carbon electrophiles for cross-electrophile coupling (XEC) is important highly desirable. Herein, we report a cobalt-catalyzed chemoselective XEC between alkynyl sulfides various alkyl halides, which tolerates otherwise widely employed handles such as series aromatic (pseudo)halogens (Ar-I/Br/Cl/OTf/OTs/SMe) provides an easy efficient method synthesizing internal alkynes (>60 examples achieving up to 96% yields). Mechanistic studies have revealed that the leaving sulfide anion adjusts reactivity alkynyl-Co intermediates, enabling excellent chemoselectivity.
Язык: Английский
Процитировано
0Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Июнь 2, 2025
Nickel complexes supported by cis-diphosphine ethene ligands were synthesized and employed in the C-P coupling reaction of aryl chlorides. The rigid five-membered-ring structure formed bisphosphine with olefinic backbones nickel may be crucial for facilitating reductive elimination step catalytic cycle. steric hindrance electronic properties these have also been shown to a significant effect on rate extent reaction. A series chlorides can smoothly converted corresponding trisubstituted phosphine oxides disubstituted oxides, as well dialkyl phosphites, under mild conditions. system showed good compatibility heterocyclic structures. In addition, this air-stable easy-to-handle complex has demonstrated application potential synthesis pharmaceutical molecules.
Язык: Английский
Процитировано
0ACS Catalysis, Год журнала: 2024, Номер 14(21), С. 15879 - 15907
Опубликована: Окт. 11, 2024
Partially fluorinated alkyl groups other than methyl are increasingly playing crucial roles in the development of drugs with diverse biological activities, thus creating an innovative chemical space within organofluorine chemistry. For studies structure–activity relationships, late-stage modification such or substituents into substrates that bear activity is essential. This perspective will study catalytic protocols for direct introduction partially monofluoroalkylated (−CHFR, –CH2CH2F), difluoroalkylated (−CF2Me, –CH2CF2H), trifluoroalkylated (−CHR(CF3), –CH2CF3, –CH2CH2CF3, –CH(Me)CF3, –C(Me)2CF3), and pentafluoropropylated (−CH2C2F5) onto (hetero)aromatic compounds, double bonds, isonitriles, halides, N, O, S atoms.
Язык: Английский
Процитировано
2Chemical Science, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
Given the importance and beneficial characteristics of aliphatic CF
Язык: Английский
Процитировано
2Organic Letters, Год журнала: 2024, Номер 26(35), С. 7398 - 7402
Опубликована: Авг. 23, 2024
α-Amino-CF3 compounds are widely employed in bio- and pharmaceutical chemistry for improved stability bioactivities. Traditional methods often face challenges with functional group tolerance lack a general approach late-stage functionalization. Herein, we report new type of redox-active α-amino-CF3 reagents, easily prepared from trifluoro acetaldehyde hydrates. These reagents can serve as versatile building blocks coupling alkynyl bromides, aryl enol triflates under nickel catalysis.
Язык: Английский
Процитировано
1Journal of Molecular Structure, Год журнала: 2024, Номер unknown, С. 140042 - 140042
Опубликована: Сен. 1, 2024
Язык: Английский
Процитировано
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