Synfacts, Год журнала: 2023, Номер 19(11), С. 1114 - 1114
Опубликована: Окт. 14, 2023
Key words palladium catalysis - C–H functionalization spirocycles
Язык: Английский
Synfacts, Год журнала: 2023, Номер 19(11), С. 1114 - 1114
Опубликована: Окт. 14, 2023
Key words palladium catalysis - C–H functionalization spirocycles
Язык: Английский
Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(12), С. 2324 - 2338
Опубликована: Янв. 1, 2024
This review summarizes the most recent progress made in C–H bond activation-initiated spiroannulation reactions and their applications construction of structurally diverse biologically valuable spirocyclic scaffolds.
Язык: Английский
Процитировано
22Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(15), С. 2916 - 2947
Опубликована: Янв. 1, 2024
In recent years, the maleimide scaffold has received a great deal of attention in C–H activation.
Язык: Английский
Процитировано
15Organic Letters, Год журнала: 2024, Номер 26(7), С. 1338 - 1342
Опубликована: Фев. 9, 2024
A palladium-catalyzed (3 + 2) annulation of 2-methylbenzoic acid with maleimide using Ac-Leu-OH as a powerful ligand has been reported. Through site-selective γ-C(sp3)–H olefination reaction and sequential decarboxylative cross-coupling reaction, five-membered cyclic ring was obtained the final product. This novel features great site selectivity reactivity to generate various products in moderate good yields.
Язык: Английский
Процитировано
6Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(19), С. 4139 - 4144
Опубликована: Июль 2, 2024
Abstract A copper‐catalyzed annulation of enaminones with maleimides was developed to synthesize various pyrrolo[3,4‐e]isoindoles. In this strategy, 2‐aminopyridine served as a traceless directing group, and target products were obtained in 54–72% yields. Moreover, plausible mechanism for reaction proposed based on several control experiments, deuterium exchange previous reports.
Язык: Английский
Процитировано
3Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(45)
Опубликована: Июль 30, 2024
Abstract The development of simplified synthetic strategy to create structurally and functionally diverse pseudo‐natural macrocyclic molecules is highly appealing but poses a marked challenge. Inspired by natural scaffolds, herein, we describe practical concise ligand‐enabled Pd(II)‐catalyzed sp 3 C−H alkylation, olefination arylation macrocyclization, which could offer novel set sulfonamides. Interestingly, the potential ligand acceleration in activation also demonstrated an unprecedented enantioselective alkylation macrocyclization. Moreover, combination silico screening biological evaluation led identification spiro‐grafted sulfonamide 2 , showed promising efficacy for treatment Parkinson's disease (PD) mouse model through silent information regulator sirtuin (SIRT3).
Язык: Английский
Процитировано
3Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Фев. 20, 2025
A methodology for the γ-butyrolactam scaffolds via ligand-enabled C(sp3)–H bond functionalization of sulfonamides with olefins has been demonstrated. The protocol found to be compatible several activated and unactivated olefins, desired lactams were formed in excellent yields. plausible mechanism described account lactamization reaction as well supported by mechanistic investigation including a 1H NMR study isolation palladacycle intermediate.
Язык: Английский
Процитировано
0Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Апрель 1, 2025
Achieving the site-selective functionalization of unactivated C(sp3)-H bonds remains a major challenge in organic synthesis. Herein, we report an efficient method for synthesis spiro pyrrolidine molecules via γ-C(sp3)-H bond activation substituted amino acids. A variety acid and alcohol derivatives, as well dipeptides, were functionalized using this method. Also, spirocyclization optically active substrates provided potential route preparing separable diastereomers pure enantiomeric form. Moreover, some mechanistic insights have been conducted to propose feasible reaction mechanism present reaction.
Язык: Английский
Процитировано
0Chemical Society Reviews, Год журнала: 2025, Номер unknown
Опубликована: Янв. 1, 2025
In this review, we have showcased the diverse aspects of transition-metal catalysis, biocatalysis, and photocatalytic C(sp 3 )–H bond functionalization to access lactones lactams.
Язык: Английский
Процитировано
0Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown
Опубликована: Март 20, 2024
Abstract We report herein a palladium‐catalyzed, site‐selective cyclative annulation of o ‐alkynyl arylamides with maleimide for the stereoselective construction succinimide‐fused benzoxazine derivatives. This operationally simple and modular protocol provides access to polycyclic frameworks. The other associated features are high functional group compatibility, gram‐scale synthetic potential, downstream transformations. Control labeling experiments were conducted get insights into mechanism.
Язык: Английский
Процитировано
1European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(20)
Опубликована: Апрель 1, 2024
Abstract An efficient method has been developed to facilitate the addition‐ring opening cascade reaction of vinylogous oxindole, resulting in synthesis a variety aza‐bicyclic maleimide derivatives with high yields and exceptional diastereoselectivities. Furthermore, product could be effectively easily transformed into difluoromethylenecyclohexane skeleton through dehydrofluorination process. This methodology demonstrates significant potential for skeleton, which possesses biological or pharmaceutical activity.
Язык: Английский
Процитировано
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