Nitrogen‐Doped Carbon as a Highly Active Metal‐Free Catalyst for the Selective Oxidative Dehydrogenation of N‐Heterocycles DOI
Xun Li, Ziliang Yuan, Liu Yi

и другие.

ChemSusChem, Год журнала: 2022, Номер 15(15)

Опубликована: Май 4, 2022

N-heteroarenes represents one of the most important chemicals in pharmaceuticals and other bio-active molecules, which can be easily accessed from oxidation N-heterocycles over metal catalysts. Herein, metal-free oxidative dehydrogenation into was developed using molecular oxygen as terminal oxidant. The nitrogen-doped carbon materials were facilely prepared via simple pyrolysis process biomass (carboxymethyl cellulose sodium) dicyandiamide nitrogen source, respectively, they discovered to robust for under mild conditions (80 °C 1 bar O2 ) with water green solvent. Diverse including 1,2,3,4-tetrahydroisoquinolines, indolines 1,2,3,4-tetrahydroquinoxalines smoothly converted high excellent yields (76->99 %). Superoxide radical (⋅O2 - hydroxyl (⋅OH) probed reactive species N-heteroarenes. More importantly, catalyst reused a stability. method provides an environmentally friendly economical route access N-hetero-aromatic commodities.

Язык: Английский

Solvothermal fabrication of Bi2MoO6 nanocrystals with tunable oxygen vacancies and excellent photocatalytic oxidation performance in quinoline production and antibiotics degradation DOI
Zhen Liu, Jian Tian, Changlin Yu

и другие.

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION), Год журнала: 2022, Номер 43(2), С. 472 - 484

Опубликована: Янв. 17, 2022

Язык: Английский

Процитировано

86

Recent advances in the synthesis and reactivity of quinoxaline DOI
Gauravi Yashwantrao, Satyajit Saha

Organic Chemistry Frontiers, Год журнала: 2021, Номер 8(11), С. 2820 - 2862

Опубликована: Янв. 1, 2021

Quinoxalines are observed in several bioactive molecules and have been widely employed designing for DSSC's, optoelectronics, sensing applications. Therefore, developing newer synthetic routes as well novel ways their functionalization is apparent.

Язык: Английский

Процитировано

68

Visible-light-mediated organoboron-catalysed metal-free dehydrogenation of N-heterocycles using molecular oxygen DOI

Lanfeng Wei,

Yu Wei, Jinli Zhang

и другие.

Green Chemistry, Год журнала: 2021, Номер 23(12), С. 4446 - 4450

Опубликована: Янв. 1, 2021

A visible-light-induced aerobic dehydrogenation reaction of N-heterocycles has been achieved via the catalysis an organoboron compound, under metal-free conditions.

Язык: Английский

Процитировано

37

Recent advances in the synthesis of N-heteroarenesviacatalytic dehydrogenation of N-heterocycles DOI
Atanu Bera, Sourajit Bera, Debasis Banerjee

и другие.

Chemical Communications, Год журнала: 2021, Номер 57(97), С. 13042 - 13058

Опубликована: Янв. 1, 2021

Recent advances in the transition metal-catalyzed dehydrogenation of N-heteroaromatics are discussed.

Язык: Английский

Процитировано

35

Recent advances in graphene oxide catalyzed organic transformations DOI
Fan Gao, Shouren Zhang, Qi‐Yan Lv

и другие.

Chinese Chemical Letters, Год журнала: 2021, Номер 33(5), С. 2354 - 2362

Опубликована: Ноя. 2, 2021

Язык: Английский

Процитировано

34

Visible‐Light‐Induced Controlled Oxidation ofN‐Substituted 1,2,3,4‐Tetrahydroisoquinolines for the Synthesis of 3,4‐Dihydroisoquinolin‐1(2H)‐ones and Isoquinolin‐1(2H)‐ones DOI
Ajay H. Bansode, Gurunath Suryavanshi

Advanced Synthesis & Catalysis, Год журнала: 2021, Номер 363(5), С. 1390 - 1400

Опубликована: Янв. 21, 2021

Abstract A visible light‐rose bengal‐TBHP mediated, controlled oxidation of N ‐substituted 1,2,3,4‐tetrahydroisoquinolines is developed for the synthesis 3,4‐dihydroisoquinolin‐1(2 H )‐ones and isoquinolin‐1(2 )‐ones. The present method feature's a broad substrate scope, good functional group tolerances, products were prepared in to excellent yields. methodology further demonstrated isoindolo[2,1‐b] isoquinolin‐5(7 )‐one (topoisomerase‐I inhibitor). magnified image

Язык: Английский

Процитировано

30

Super-Electron-Donor 2-Azaallyl Anions Enable Construction of Isoquinolines DOI

Quan‐Xing Zi,

Minyan Li,

Jielun Cong

и другие.

Organic Letters, Год журнала: 2022, Номер 24(9), С. 1786 - 1790

Опубликована: Фев. 25, 2022

Herein is introduced the application of "super-electron-donor"(SED) 2-azaallyl anions in a tandem reduction/radical cyclization/radical coupling/aromatization protocol that enables rapid construction isoquinolines. The value this transition-metal-free method highlighted by wide range isoquinoline ethyl amines prepared with good functional group tolerance and yields. An operationally simple gram scale synthesis also conducted, confirming scalability.

Язык: Английский

Процитировано

23

Photocatalytic Aerobic Dehydrogenation of N-Heterocycles with Ir(III) Photosensitizers Bearing the 2(2′-Pyridyl)benzimidazole Scaffold DOI Creative Commons
Igor Echevarría, Mónica Vaquero, Blanca R. Manzano

и другие.

Inorganic Chemistry, Год журнала: 2022, Номер 61(16), С. 6193 - 6208

Опубликована: Апрель 8, 2022

Photoredox catalysis constitutes a very powerful tool in organic synthesis, due to its versatility, efficiency, and the mild conditions required by photoinduced transformations. In this paper, we present an efficient selective photocatalytic procedure for aerobic oxidative dehydrogenation of partially saturated N-heterocycles afford respective N-heteroarenes (indoles, quinolines, acridines, quinoxalines). The protocol involves use new Ir(III) biscyclometalated photocatalysts general formula [Ir(C^N)2(N^N')]Cl, where C^N ligand is 2-(2,4-difluorophenyl)pyridinate, N^N' are different ligands based on 2-(2'-pyridyl)benzimidazole scaffold. In-depth electrochemical photophysical studies as well DFT calculations have allowed us establish structure-activity relationships, which provide insights rational design metal-based dyes oxidation reactions. addition, formulated dual mechanism, mediated radical anion superoxide, above-mentioned

Язык: Английский

Процитировано

20

Recent advances in the selective semi-hydrogenation of alkyne to (E)-olefins DOI

Motahar Sk,

Shuvojit Haldar,

Sourajit Bera

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(12), С. 1517 - 1533

Опубликована: Янв. 1, 2024

This article highlights the recent advances on newer technologies and important methodologies directed to ( E )-olefins from alkynes.

Язык: Английский

Процитировано

5

Cu(I) Complexes Catalyzed the Dehydrogenation of N-Heterocycles DOI
Yangyang Shen,

Fei Chen,

Zhi‐Hong Du

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(7), С. 4530 - 4537

Опубликована: Март 14, 2024

A copper-catalyzed method for the dehydrogenation of various nitrogen-containing heterocycles to furnish quinolines and indoles has been developed. range 1,2,3,4-tetrahydroquinolines underwent by employing 2 mol % copper complex Cat 3 as a catalyst using O2 an oxidant at 120 °C in 1,2-dichlorobenzene afford desired quinolines. The enables variety indolines presence 2, 10 TEMPO additive under room temperature tetrahydrofuran high yields. Mechanistic studies suggested that dehydrogenative activity is ascribed formation copper(II) active species from copper(I) complexes oxidized O2, which was proved high-resolution mass spectrometry (HRMS). reaction proceeds via superoxide radical anion (·O2–) electron paramagnetic resonance (EPR) spectrometry. In situ infrared spectroscopy revealed dihydroquinoline intermediate formed 1,2,3,4-tetrahydroquinolines.

Язык: Английский

Процитировано

5