Direct Construction of 1,4-Dihydropyridazines and Parazoles via Annulation of Alkyl 2-Aroyl-1-chlorocyclopropanecarboxylates DOI

Pengwei Zhang,

Huili Liu,

Shuo Xu

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(14), С. 9853 - 9860

Опубликована: Июнь 1, 2024

An efficient and chemodivergent synthesis of highly functionalized 1,4-dihydropyridazines pyrazoles has been accomplished via base-promoted annulation between hydrazones alkyl 2-aroyl-1-chlorocyclopropanecarboxylates, respectively. This transition-metal-free domino reaction proceeded rapidly under mild basic conditions, affording potentially bioactive 1,4-dihydropyridazine pyrazole derivatives in moderate yields. The conversion to was confirmed by adjusting the quantity base.

Язык: Английский

EtOH-catalyzed electrosynthesis of imidazolidine-fused sulfamidates fromN-sulfonyl ketimines,N-arylglycines and formaldehyde DOI
Yuhan Lu,

Si‐Yu Mu,

Hongxia Li

и другие.

Green Chemistry, Год журнала: 2023, Номер 25(14), С. 5539 - 5542

Опубликована: Янв. 1, 2023

With formaldehyde as an atom-economical carbonyl synthon, the EtOH-catalyzed electrochemical multicomponent synthesis of various imidazolidine-fused sulfamidates under organic oxidant-free, energy-saving and mild conditions was developed.

Язык: Английский

Процитировано

51

Multicomponent Synthesis of Alkyl BCP-Heteroaryls via Electron Donor–Acceptor Complex Photoactivation under Mild Conditions DOI
Yanhe Li, Jun Xu, Yuxin Wang

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер 90(4), С. 1683 - 1696

Опубликована: Янв. 17, 2025

In the vanguard of sustainable chemistry, pursuit efficient pathways for synthesis alkyl bicyclo[1.1.1]pentane-heteroaryls has captured attention scientific vanguard. We herein report a groundbreaking and eco-conscious multicomponent coupling reaction that paves way alkylation heteroarylation [1.1.1]propellane, process uniquely enabled by photochemical prowess an electron donor–acceptor (EDA) complex. This method is distinguished its minimalist yet powerful approach: devoid transition metals, additives, photosensitizers. Its universality further exemplified seamless compatibility broad spectrum halides heteroarenes under standardized conditions, heralding new era synthetic versatility. The method's practicality underscored capacity late-stage modification pharmaceuticals, offering transformative tool enhancement existing drug molecules. Moreover, facile derivatization synthesized products underscores adaptability potential diverse applications. Our mechanistic studies have elucidated underlying radical-relay pathway, pinpointing pivotal role EDA complex in initiating transformation. discovery not only enriches our fundamental understanding but also opens avenues strategic optimization.

Язык: Английский

Процитировано

6

Merging Photoinduced Electron Transfer with Hydrogen Atom Transfer: Formal β-C(sp3)–H Pyridination of Carbonyls DOI
Jian Li, Jun Xu, Binbin Chen

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 9, 2025

In this study, a novel approach that combines photoinduced electron transfer (ET) with hydrogen atom (HAT) has been introduced for the selective β-C(sp3)–H pyridination of carbonyl compounds. This method is notable its absence transition metals and ability to function under benign reaction conditions, resulting in range pyridinated derivatives consistently moderate good yields. The significance technique further underscored by potential late-stage functionalization pharmaceutically significant molecules. Mechanistic investigations confirmed proceeds via radical-mediated pathway.

Язык: Английский

Процитировано

4

Recent Advances in Multicomponent Electro‐Organic (Electrochemical) Synthesis of Heterocycles DOI Creative Commons

Sahar Imeni,

Ata Makarem, Ramin Javahershenas

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(8)

Опубликована: Июль 20, 2023

Abstract In terms of pharmaceuticals and biological applications, synthesis complex organic molecules is a significant fast‐developing area. this context, electrosynthesis an alternative way to the traditional methods for chemo‐, regio‐, stereoselective syntheses. Electro‐organic reactions occur at room temperature normal pressure, through transferring electrons. It has been found that mild approach preparing electrophilic substrates, bases, nucleophiles in situ , from highly stable low‐level reagents; which can be further applied make heterocycles more accessible. While several promising exist, multi‐component (MCRs) have drawn much attention both academia industry worldwide, since they are cost‐efficient environmentally friendly. Combining MCRs produced great strategy field research. This review focuses on recent advances electrochemical heterocyclic compounds via reactions, reported between 2015 March 2023.

Язык: Английский

Процитировано

35

Sono-photocatalytic amination of quinoxalin-2(1H)-ones with aliphatic amines DOI
Wen‐Tao Ouyang,

Jun Jiang,

Yanfang Jiang

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 35(10), С. 110038 - 110038

Опубликована: Май 22, 2024

Язык: Английский

Процитировано

17

A General Approach for the Synthesis of Cyanoisopropyl Bicyclo[1.1.1]pentane (BCP) Motifs by Energy Transfer Process DOI
Lin Li, Qing Pang, Binbin Chen

и другие.

Organic Letters, Год журнала: 2024, Номер 26(33), С. 7060 - 7065

Опубликована: Авг. 13, 2024

Bicyclo[1.1.1]pentane (BCP) heteroaryls make up an important class of BCP derivatives in drug discovery. Herein, we report the visible-light-mediated synthesis cyanoisopropyl BCP-heteroaryls motifs from

Язык: Английский

Процитировано

17

Additive-free synthesis of β-keto phosphorodithioates via geminal hydro-phosphorodithiolation of sulfoxonium ylides with P4S10 and alcohols DOI

Jindong Hao,

Yufen Lv,

Shuyue Tian

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 35(9), С. 109513 - 109513

Опубликована: Янв. 21, 2024

Язык: Английский

Процитировано

13

Transition-metal-, oxidant- and additive-free multi-component synthesis of alkyl heteroaryl BCPs enabled by visible-light-induced phosphine-catalyzed halogen-atom transfer DOI
Jun Xu,

Yu Hong,

Ruiyuan Xu

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

This study describes a pioneering visible-light-induced phosphine-catalyzed halogen-atom transfer (XAT) strategy that heralds new era in the difunctionalization of [1.1.1]propellane.

Язык: Английский

Процитировано

13

Supporting-electrolyte-free electrochemical [2 + 2 + 1] annulation of benzo[d]isothiazole 1,1-dioxides, N-arylglycines and paraformaldehyde DOI

Hai‐Yang Song,

Jun Jiang, Yuhang Song

и другие.

Chinese Chemical Letters, Год журнала: 2023, Номер 35(6), С. 109246 - 109246

Опубликована: Окт. 29, 2023

Язык: Английский

Процитировано

20

Paraformaldehyde as C1 Synthon: Electrochemical Three‐Component Synthesis of Tetrahydroimidazo[1,5‐a]quinoxalin‐4(5H)‐ones in Aqueous Ethanol DOI
Yuhan Lu,

Si‐Yu Mu,

Jun Jiang

и другие.

ChemSusChem, Год журнала: 2023, Номер 16(19)

Опубликована: Сен. 20, 2023

A green and practical method for the electrochemical synthesis of tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones through three-component reaction quinoxalin-2(1H)-ones, N-arylglycines paraformaldehyde was reported. In this strategy, EtOH played dual roles (eco-friendly solvent waste-free pre-catalyst) in situ generated ethoxide promoted triple sequential deprotonations.

Язык: Английский

Процитировано

17