Chemical Communications, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
A mild and efficient strategy to synthesize pharmaceutically important 3-amino oxindoles from readily available N -aryl amides has been developed.
Язык: Английский
Tetrahedron Letters, Год журнала: 2025, Номер unknown, С. 155534 - 155534
Опубликована: Март 1, 2025
Язык: Английский
Процитировано
0
ACS Catalysis, Год журнала: 2025, Номер unknown, С. 5307 - 5317
Опубликована: Март 16, 2025
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Май 1, 2025
A novel transition-metal-free radical coupling of 2-azaallyl anions for the synthesis α-amino ketones has been developed. Easily accessible thioesters and undergo single electron transfer (SET) to generate acyl radicals, which participate in intermolecular with good functional group tolerance yields (31 examples, up 98% yield). telescoped gram-scale derivatization product illustrate potential synthetic utility this method. Radical trapping clock experiments support proposed pathway between generated radical.
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Окт. 2, 2024
Herein, a Mn catalytic protocol has been developed for the cycloalkene ring expansion synthesis of azaheterocycles, allowing broad-substrate-scope access to pyridine and isoquinoline derivatives. The initial monoaddition an azidyl radical alkene further as-generated C-radical addition O
Язык: Английский
Процитировано
2
Chemical Science, Год журнала: 2024, Номер unknown
Опубликована: Дек. 3, 2024
Hydrogen atom transfer (HAT) processes provide an important strategy for selective C-H functionalization. Compared with the popularity of 1,5-HAT processes, however, net-1,2-HAT reactions have been reported less frequently. Herein, we report a unique visible-light-mediated amidyl radicals synthesis β-amido ketone derivatives. Single-electron (SET) to
Язык: Английский
Процитировано
2
Organic Letters, Год журнала: 2024, Номер 26(27), С. 5799 - 5804
Опубликована: Июль 2, 2024
Herein, we disclose a photoinduced radical cascade cyclization of alkynes with sulfinates via novel EDA complex for the synthesis various 3-sulfonylindoles and vinyl sulfone oxindoles, which are crucial motifs in medicinal biological chemistry. The reaction proceeds under mild, photocatalyst- transition-metal-free conditions, featuring operational simplicity, broad substrate scope, easy scalability. Mechanistic studies reveal that is initiated intermolecular charge transfer from to N-sulfonamides, generating sulfonyl followed by an N-centered radical, thus enabling process.
Язык: Английский
Процитировано
1
Chemistry - A European Journal, Год журнала: 2024, Номер unknown
Опубликована: Июль 22, 2024
Abstract A sustainable and scalable protocol for synthesizing variously functionalized sulfonamides, from amines sulfonyl chlorides, has been developed using environmentally responsible reusable choline chloride (ChCl)‐based deep eutectic solvents (DESs). In ChCl/glycerol (1 : 2 mol −1 ) ChCl/urea ), these reactions yield up to 97 % under aerobic conditions at ambient temperature within 2–12 h. The practicality of the method is exemplified by synthesis an FFA4 agonist a key building block en route anti‐Alzheimer drug BMS‐299897. subtle interplay electronic effects solubility characteristics starting materials in aforementioned DESs seem be driving reaction successfully over hydrolysis chlorides. procedure's eco‐friendliness validated quantitative metrics like E ‐factor EcoScale, with products isolated extraction or filtration after decantation.
Язык: Английский
Процитировано
1
European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(46)
Опубликована: Авг. 28, 2024
Abstract An electrochemical radical cyclization of o ‐aminyl azobenzenes via N ‐centered generation has been developed for the synthesis benzotriazoles. The bearing a sulfonyl protection on amine readily proceeds in absence any external transition metal catalyst or chemical oxidant, and exhibits good tolerance towards functional groups.
Язык: Английский
Процитировано
1
Asian Journal of Organic Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Окт. 21, 2024
Abstract Over the past few decades, organic transformations facilitated by small molecules have witnessed considerable advancements. Small been widely applied to construction of various skeletons. However, reduction as one fundamental reactions is generally initiated metal‐containing reducing agents, although initial progress electron donors (OEDs) enabled reductive cleavage some chemical bonds had achieved in 1990s. Due their structural diversity and tunability, OEDs can overcome limitations metal‐based such low selectivity poor functional group tolerance well environmental problems caused substantial inorganic waste after reactions. Building on a brief historical overview OED research, this review focuses rencent advancements promoted radical It covers C−X (X=C, O, N etc.) single bonds, cyclization, intermolecular addition unsaturated coupling, functionalization aromatics, C−H bond activation. Additionally, mechanistic insights typical are highlighted for understanding reaction mode involving OEDs.
Язык: Английский
Процитировано
1
Asian Journal of Organic Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 4, 2024
Abstract The in situ‐generated 1‐naphthylmethyl radicals from the thermolysis of bis(1‐naphthylmethyl)tin dichlorides combine with persistent organic radicals, 4‐hydroxy‐TEMPO or 4‐oxo‐TEMPO designs C−O bond forming products. Subsequently, C−N occurs when unite nitric oxide (NO) under a nitrogen atmosphere. In contrast, oxidation instead addition reaction predominantly happens dioxide contains high state center, i. e., N(IV) used. by‐product, dodecanuclear organotin cages, twelve peripheral naphthyl units, could be isolated reaction. Besides, synthesis unsymmetrical diarylmethanes RArCH 2 (R=1‐naphthyl, 2,4,6‐Me 3 C 6 H , 3‐ and 4‐MeC 4 phenyl, 4‐ClC ; Ar=4‐MeOC 3,4‐, 2,4‐ 2,5‐Me ) yields good regioselectivity is reported. This new methodology involves iodine‐mediated bis(arylmethyl)tin (RCH SnCl an excess arene. homolytic cleavage Sn−C bonds to give arylmethyl that react iodine presence corresponding cations, which undergo electrophilic attack on Functionalised have wide applications pharmaceutical, agrochemical, materials sciences. Alternative synthetic approaches this class compounds avoid using transition‐metal catalyst strong Lewis acid are desirable.
Язык: Английский
Процитировано
0