Chemical Science, Год журнала: 2024, Номер 15(33), С. 13459 - 13465
Опубликована: Янв. 1, 2024
An unprecedented radical smiles rearrangement of N -arylpropiolamides was realized by merging electro-reduction with hydrogen bonding activation. Enabled this dual activation strategy, the reduction potential shifted positively 218 mV.
Язык: Английский
Chemical Society Reviews, Год журнала: 2023, Номер 52(4), С. 1168 - 1188
Опубликована: Янв. 1, 2023
This review focuses on recent advances in sacrificial anode-enabled organic electroreductions.
Язык: Английский
Процитировано
64
Chemical Reviews, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 26, 2024
Cross-electrophile coupling (XEC), defined by us as the cross-coupling of two different σ-electrophiles that is driven catalyst reduction, has seen rapid progression in recent years. As such, this review aims to summarize field from its beginnings up until mid-2023 and provide comprehensive coverage on synthetic methods current state mechanistic understanding. Chapters are split type bond formed, which include C(sp
Язык: Английский
Процитировано
24
Journal of the American Chemical Society, Год журнала: 2023, Номер 145(33), С. 18497 - 18505
Опубликована: Авг. 9, 2023
A visible light-induced palladium-catalyzed homologative three-component synthesis of allylic amines has been developed. This protocol proceeds
Язык: Английский
Процитировано
36
ACS Catalysis, Год журнала: 2023, Номер 13(10), С. 6773 - 6780
Опубликована: Май 3, 2023
An efficient, electrochemically induced cobalt-catalyzed carbon–germanium bond formation provides access to a variety of functionalized germane-containing compounds, including aryl, vinyl, and alkyl germanes. The germylation is conducted under mild reaction conditions exhibits broad scope functional group tolerance. Mechanistic experimental studies provide insight into the unexpected pathway sequential activation different electrophiles.
Язык: Английский
Процитировано
33
Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(33)
Опубликована: Июнь 13, 2023
Abstract The difunctionalization of unsaturated bonds plays a vital role in the enrichment molecular complexity. While various catalytic methods for alkene and alkyne have been developed recent years, hetero‐functionalization introduction two different atoms has less explored. This is mainly due to challenges associated with achieving high chemo‐, regio‐, stereoselectivity, especially when adding similar from same group across bonds. In this study, we describe nickel‐catalyzed, three‐component reductive protocol 14 element hetero‐difunctionalization 1,3‐enynes using electrochemistry. new method mild, selective, general, allowing silyl‐, germanyl‐, stannyl‐alkylation enynes. Various chlorosilanes as well chlorogermans, chlorostannanes can be successfully used combination aryl/alkyl‐substituted primary, secondary, tertiary alkyl bromides electroreductive coupling.
Язык: Английский
Процитировано
31
Organic Letters, Год журнала: 2023, Номер 26(1), С. 411 - 415
Опубликована: Дек. 26, 2023
We report a strategic exploitation of trifluoromethyl thianthrenium triflate (TT-CF3+OTf–) as both electromediator and CF3 radical precursors for paired electrolysis. Enabled by this strategy, the three-component trifluoromethylheteroaromatization alkenes alkynes was realized. The superiority TT-CF3+OTf– to other electrophilic reagents is attributed cathodic generation thianthrene (TT) mediator, which shifts heterogeneous oxidation interest homogeneous one.
Язык: Английский
Процитировано
26
Chem Catalysis, Год журнала: 2024, Номер 4(3), С. 100952 - 100952
Опубликована: Март 1, 2024
Язык: Английский
Процитировано
10
Chem Catalysis, Год журнала: 2025, Номер unknown, С. 101257 - 101257
Опубликована: Фев. 1, 2025
Язык: Английский
Процитировано
2
Journal of the American Chemical Society, Год журнала: 2022, Номер 144(50), С. 23019 - 23029
Опубликована: Дек. 8, 2022
The reaction of common acyl-metal species (acyl anion) with aldehydes to furnish acyloins has received much less attention and specifically was restricted using preformed stoichiometric reagents. Moreover, the (catalytic) enantioselective variants remain unexplored, asymmetric synthesis chiral met significant challenges in organic synthesis. Here, we uncover highly coupling acid chlorides α-bromobenzoates by nickel catalysis for producing enantioenriched protected α-hydroxy ketones (acyloins, >60 examples) high enantioselectivities (up 99% ee). successful execution this protocol enables formation a key ketyl radical from α-bromoalkyl benzoate situ generated corresponding aldehyde acyl bromide, which finally is captured acyl-Ni catalytically formed chlorides, thus avoiding use synthetic utility chemistry demonstrated downstream elaboration toward diverse set synthetically valuable building blocks biologically active compounds.
Язык: Английский
Процитировано
31
ACS Catalysis, Год журнала: 2023, Номер 13(20), С. 13474 - 13483
Опубликована: Окт. 5, 2023
The utilization of sulfinyl sulfones in transition-metal-catalyzed synthetic chemistry has rarely been investigated. Here we report the design and nickel-catalytic conversion situ-generated redox-active for reductive coupling with a wide variety organic halides by dual-role nickel catalyst reductant Zn. Mechanistic studies disclose that key such reaction is employment sulfones, enabling situ generation electrophilic sulfur reagents through zinc-induced reduction facilitated catalyst. This strategy demonstrates good tolerance range functional groups. Furthermore, this method extends to meta-substituted diaryl sulfides, modification complex bioactive molecules synthesis thioether-containing drugs.
Язык: Английский
Процитировано
22