Science China Chemistry, Journal Year: 2024, Volume and Issue: 67(10), P. 3223 - 3246
Published: July 9, 2024
Language: Английский
Science China Chemistry, Journal Year: 2024, Volume and Issue: 67(10), P. 3223 - 3246
Published: July 9, 2024
Language: Английский
Chemical Reviews, Journal Year: 2023, Volume and Issue: 123(19), P. 11269 - 11335
Published: Sept. 26, 2023
Late-stage functionalization (LSF) constitutes a powerful strategy for the assembly or diversification of novel molecular entities with improved physicochemical biological activities. LSF can thus greatly accelerate development medicinally relevant compounds, crop protecting agents, and functional materials. Electrochemical synthesis has emerged as an environmentally friendly platform transformation organic compounds. Over past decade, electrochemical late-stage (eLSF) gained major momentum, which is summarized herein up to February 2023.
Language: Английский
Citations
148Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(45)
Published: June 16, 2023
Abstract Electrochemistry utilizes electrons as a potent, controllable, and traceless alternative to chemical oxidants or reductants, typically offers more sustainable option for achieving selective organic synthesis. Recently, the merger of electrochemistry with readily available electrophiles has been recognized viable increasingly popular methodology efficiently constructing challenging C−C C‐heteroatom bonds in manner complex molecules. In this mini‐review, we have systematically summarized most recent advances electroreductive cross‐electrophile coupling (eXEC) reactions during last decade. Our focus on electrophiles, including aryl alkyl (pseudo)halides, well small molecules such CO 2 , SO D O.
Language: Английский
Citations
86Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(45)
Published: Sept. 12, 2023
Despite widespread use of the deuterium isotope effect, selective labeling chemical molecules remains a major challenge. Herein, facile and general electrochemically driven, organic mediator enabled deuteration styrenes with oxide (D2 O) as economical source was reported. Importantly, this transformation could be suitable for various electron rich mediated by triphenylphosphine (TPP). The reaction proceeded under mild conditions without transition-metal catalysts, affording desired products in good yields excellent D-incorporation (D-inc, up to >99 %). Mechanistic investigations means experiments cyclic voltammetry tests provided sufficient support transformation. Notably, method proved powerful tool late-stage biorelevant compounds.
Language: Английский
Citations
49Accounts of Chemical Research, Journal Year: 2024, Volume and Issue: 57(18), P. 2728 - 2745
Published: Sept. 3, 2024
ConspectusCarbon dioxide (CO
Citations
36Nature Catalysis, Journal Year: 2024, Volume and Issue: 7(4), P. 412 - 421
Published: Feb. 23, 2024
Language: Английский
Citations
31Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)
Published: March 30, 2024
Abstract Herein, we report an electroreduction of unactivated alkyl alkenes enabled by [Fe]-H, which is provided through the combination anodic iron salts and silane generated in situ via cathodic reduction, using H 2 O as H-source. The catalytic amounts Si-additive work H-carrier from to generate a highly active species under continuous electrochemical conditions. This approach shows broad substrate scope good functional group compatibility. In addition hydrogenation, use D instead provides desired deuterated products yields with excellent D-incorporation (up >99%). Further late-stage hydrogenation complex molecules drug derivatives demonstrate potential application pharmaceutical industry. Mechanistic studies are performed provide support for proposed mechanistic pathway.
Language: Английский
Citations
22Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(18), P. 2249 - 2266
Published: May 15, 2024
Comprehensive Summary CO 2 is an abundant, nontoxic, and renewable C1 feedstock in synthetic chemistry. Direct carboxylation of readily available olefins incorporating regarded as a promising strategy to access high value‐added carboxylic acids well fixation. However, due the thermodynamic stability kinetic inertness difficulty controlling regioselectivity, with still remains challenging. Radical‐type functionalization represented powerful protocol enabled development novel transformations this realm. More recently, advance new technology, such photoredox catalysis renaissance electrochemistry organic synthesis, offered unique chemical reactivities radical precursors provided solutions olefins. This review presents recent advances radical‐type olefins, which has mainly been achieved through photocatalysis electrocatalysis last decade. In article, we provide comprehensive introduction progress, summarize advantages limitations current research, discuss potential outlook for further development. Key Scientists
Language: Английский
Citations
19JACS Au, Journal Year: 2025, Volume and Issue: 5(2), P. 426 - 447
Published: Jan. 29, 2025
Many important synthetic-oriented works have proposed excited organic radicals as photoactive species, yet mechanistic studies raised doubts about whether they can truly function photocatalysts. This skepticism originates from the formation of (photo)redox-active degradation products and picosecond decay electronically radicals, which is considered too short for diffusion-based photoinduced electron transfer reactions. From this perspective, we analyze synthetic transformations where been photocatalysts, comparing their theoretical maximum state potentials with required observed photocatalytic reactivity. We summarize structurally similar photocatalysts indicating different reaction pathways some catalytic systems, addressing cases radical exceed Additionally, perform a kinetic analysis to explain in on subpicosecond time scales. further rationalize potential anti-Kasha reactivity higher states femtosecond lifetimes, highlighting how future photocatalysis advancements could unlock new photochemical pathways.
Language: Английский
Citations
8Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 62(3)
Published: Nov. 16, 2022
Herein, a direct, metal-free, and site-selective electrochemical C-H carboxylation of arenes by reductive activation using CO2 as the economic abundant carboxylic source was reported. The electrocarboxylation carried out in an operationally simple manner with high chemo- regioselectivity, setting stage for challenging unactivated (hetero)arenes. robust nature strategy reflected broad scope substrates excellent atom economy unique selectivity. Notably, direct selective various worked well this approach, including electron-deficient naphthalenes, pyridines, phenyl derivatives, substituted quinolines. method benefits from being externally catalyst-free, metal-free base-free, which makes it extremely attractive potential applications.
Language: Английский
Citations
68Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 41(16), P. 1921 - 1930
Published: April 7, 2023
Comprehensive Summary The radical‐mediated reductive functionalization of aryl halides has been extensively studied. However, the related intermolecular 1,2‐diarylation alkenes, using as radical sources, remains unexplored. Herein, a new electrophotocatalytic alkenes is reported and cyanoaromatics to produce polyarylated alkanes. Using synergistic cathodic reduction visible‐light photoredox catalysis, various electron‐rich electron‐deficient are combined with characterize broad substrate scope, excellent functional group compatibility, selectivity this reaction. Mechanistic investigations reveal that reaction may proceed via process initiated by generation radicals from terminated radical‐radical coupling cyanoaromatic anions.
Language: Английский
Citations
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