ЧЕТВЕРТИЧНЫЕ ПИРИДИНОВЫЕ СОЛИ. СИНТЕЗ, ФИЗИКО-ХИМИЧЕСКИЕ СВОЙСТВА И БИОЛОГИЧЕСКАЯ АКТИВНОСТЬ / QUATERNARY PYRIDINIUM SALTS. SYNTHESIS, PHYSICAL AND CHEMICAL PROPERTIES AND BIOLOGICAL ACTIVITY DOI Open Access
Arpine S. Harutyunyan, Elya Safaryan, Tigranuhi Karapetyan

и другие.

Bulletin of the Medical Institute after Mehrabyan, Год журнала: 2023, Номер unknown, С. 19 - 41

Опубликована: Янв. 1, 2023

Производные пиридиновых солей представляют интерес как с химической, так и фармакологической точки зрения. Обладая высокой биологической активностью, пиридины обеспечивают развитие синтеза новых систем открытие потенциальных лекарств на их основе. В данной работе комплексно представлены основные исследования, проведенные в последние годы по четвертичным солям пиридина, обладающим активностью. // Derivatives of pyridinium salts are interest both from a chemical and pharmacological point view. Having high biological activity, pyridines ensure the development synthesis new heterocyclic systems discovery potential drugs based on them. All this will facilitate transition to salt forms highly active compounds. This work provides brief overview pyridine salts, including synthesis, nucleophilic reactivity, possible ylide-cyclic photochemical reactions, catalysis, as well application spectrum effects ionic liquids (PyILs). The main research conducted in recent years quaternary with activity is comprehensively presented.

Diverse Synthesis of Fused Polyheterocyclic Compounds via [3 + 2] Cycloaddition of In Situ-Generated Heteroaromatic N-Ylides and Electron-Deficient Olefins DOI Creative Commons
Zhen‐Hua Wang, Tong Zhang,

Li-Wen Shen

и другие.

Molecules, Год журнала: 2023, Номер 28(11), С. 4410 - 4410

Опубликована: Май 29, 2023

[3 + 2] Cycloaddition reactions of heteroaromatic N-ylides with electron-deficient olefins have been developed. The N-ylides, in situ generated from N-phenacylbenzothiazolium bromides, can smoothly react maleimides under very mild conditions, affording fused polycyclic octahydropyrrolo[3,4-c]pyrroles good-to-excellent isolated yields. This reaction concept could also be extended to 3-trifluoroethylidene oxindoles and benzylidenemalononitriles as for accessing highly functionalized polyheterocyclic compounds. A gram-scale experiment was carried out verify the practicability methodology.

Язык: Английский

Процитировано

4

Organophosphine as an Alkyl Transfer Shuttle for the Direct β-Alkylation of Chalcones Using Alkyl Halides DOI

Lijie Gu,

Chaoyang Li,

Xinyue Niu

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 88(1), С. 534 - 539

Опубликована: Дек. 19, 2022

We report an efficient alkyl transfer strategy for the direct β-alkylation of chalcones using commercially available bromides as reagents. In this transformation, ortho-phosphanyl substituent in is crucial controlling their reactivity and selectivity. It also serves a reliable shuttle to transform electrophilic into nucleophilic species form quaternary phosphonium salts group effectively β-position chalcones. This can be further extended alkenylation benzaldehydes assemble functionalized polyenes.

Язык: Английский

Процитировано

6

Solvent-controlled halohydroxylation or C3–C2 coupling of pyridinium salts through an interrupted dearomative reduction DOI
Congcong Zhang,

Qinhao Chen,

Yunlong Qin

и другие.

Chemical Communications, Год журнала: 2023, Номер 60(8), С. 992 - 995

Опубликована: Дек. 21, 2023

Herein, we report an efficient and easily operable method to halohydroxylate pyridiniums through interrupted dearomative reduction strategy. In this process, make the most of halide anion from pyridinium salts by performing reaction in DMSO without need external HX added. Notably, changing solvents into Et

Язык: Английский

Процитировано

3

Six-membered ring systems: with O and/or S atoms DOI
Clementina M.M. Santos, Artur M. S. Silva

Progress in heterocyclic chemistry, Год журнала: 2023, Номер unknown, С. 487 - 557

Опубликована: Янв. 1, 2023

Язык: Английский

Процитировано

1

Phosphine Catalyzed Michael-Type Additions: Synthesis of Glutamic Acid Derivatives from Arylidene-α-Amino Esters DOI Open Access
Lesly V. Rodríguez-Flórez, M.P. González-Marcos, Eduardo García‐Mingüens

и другие.

Опубликована: Дек. 18, 2023

The reaction of arylidene-α-amino esters with electrophilic alkenes to yield the Michael type addition compounds is optimized using several phosphines as organocatalysts. transformation very complicated due generation final compounds, including those derived from 1,3-dipolar cycloadditions. For this reason, selection conditions a complex task and slow acrylic system important complete reaction. study variation structural components starting imino ester performed well expansion other electron-poor alkenes. crude products have purity higher than 90% in most cases without any purification. A plausible mechanism detailed based on bibliography experimental results. synthesis pyroglutamate entities, after reduction group cyclization, high yields. In addition, hydrolysis group, under acidic media, represents direct access glutamate surrogates.

Язык: Английский

Процитировано

1

Phosphine Catalyzed Michael-Type Additions: The Synthesis of Glutamic Acid Derivatives from Arylidene-α-amino Esters DOI Creative Commons
Lesly V. Rodríguez-Flórez, M.P. González-Marcos, Eduardo García‐Mingüens

и другие.

Molecules, Год журнала: 2024, Номер 29(2), С. 342 - 342

Опубликована: Янв. 10, 2024

The reaction of arylidene-α-amino esters with electrophilic alkenes to yield Michael-type addition compounds is optimized using several phosphines as organocatalysts. transformation very complicated due the generation final compounds, including those derived from 1,3-dipolar cycloadditions. For this reason, selection conditions a complex task and slow acrylic system important complete process. study variation in structural components starting imino ester performed well expansion other electron-poor alkenes. crude products have purity higher than 90% most cases without any purification. A plausible mechanism detailed based on bibliography experimental results. synthesis pyroglutamate entities, after reduction group cyclization, high yields. In addition, hydrolysis group, under acidic media, represents direct access glutamate surrogates.

Язык: Английский

Процитировано

0

Reaction strategies for the meta-selective functionalization of pyridine through dearomatization DOI
Jie Lei, Zhigang Xu

Molecular Diversity, Год журнала: 2024, Номер 29(1), С. 849 - 869

Опубликована: Апрель 22, 2024

Язык: Английский

Процитировано

0

A Regiodivergent Dearomative Trifunctionalization of Quinolinium Salts to Access Fused Tetrahydroquinoline Polycycles DOI

Tiantian Tang,

Jiaqi Pei,

Jianing Zhang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(34), С. 7144 - 7148

Опубликована: Авг. 19, 2024

Dearomative trifunctionalization of quinolinium salts is one the most straightforward approaches to access biologically relevant multisubstituted tetrahydroquinolines. However, research in this field still its infancy. Here, we report a base-controlled regiodivergent dearomative strategy for transforming quinoliniums into two kinds structurally intriguing tetrahydroquinoline polycycles through one-pot three-component cascade annulation. The key situ generation "Nu–E–Nu" trifunctional reagent that can precisely identify matched reactive sites quinoliniums.

Язык: Английский

Процитировано

0

Ruthenium-Catalyzed Interrupted Transfer Hydrogenation: An Approach for Reductive Functionalization of Quinolinium and Napthyridinium Salts DOI
Dattatraya H. Dethe, Prabhakar Singh,

Asha Joshi

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(18), С. 13167 - 13178

Опубликована: Сен. 11, 2024

Until now, a myriad of effective approaches have emerged for the functionalization

Язык: Английский

Процитировано

0

Catalyst-free electrochemical dearomatization of pyridine derivatives DOI Creative Commons
Kui Wang,

Yingjun Tian,

Baoying Li

и другие.

Green Synthesis and Catalysis, Год журнала: 2022, Номер unknown

Опубликована: Июнь 1, 2022

We demonstrated herein an electrochemical dearomatizative alkylation of Katritzky salts, wherein salts were harnessed as both radical acceptors and donors. A wide range privileged dihydropyridine scaffolds was constructed with good to excellent yields. Cyclic voltammetry (CV) electron paramagnetic resonance (EPR) results confirmed the key intermediates-dihydropyridine radicals gram-scale reaction highlighted practical sustainable feature newly developed protocol.

Язык: Английский

Процитировано

2