Progress in heterocyclic chemistry, Год журнала: 2021, Номер unknown, С. 341 - 379
Опубликована: Янв. 1, 2021
Язык: Английский
SynOpen, Год журнала: 2022, Номер 06(02), С. 86 - 109
Опубликована: Апрель 25, 2022
Abstract Quinoline derivatives are frequently found in natural products and biologically active compounds; however, construction of quinoline fused polyheterocycles is a challenging goal synthetic organic chemistry. In this regard, quinolinium salts meet the demand to great level, as they can be synthesized readily employed effectively for rapid condensed heterocyclic core. The present review focuses on recent (2015–2021) applications different salts, which react with suitable partners access diverse annulated products. Most reactions discussed here involve easily available starting materials, operationally simple, offer high atom-efficiency, environmentally benign. Mechanistic aspects representative transformations have also been highlighted better understand reaction pathways. 1 Introduction 2 Annulation Involving N-Alkyl Quinolinium Salts 2.1 Reaction Alkenes 2.2 Alkynes/Arynes 2.3 Phenolic Compounds 2.4 Cyclic/Acyclic Diketones 2.5 Amines/Cyclic Amines 2.6 Enamines 2.7 Isocyanoacetates 2.8 Cyclopropanes 2.9 Ring Expansion Reactions 3 Zwitterionic Tosylates 3.1 3.2 Allenes/Ketenes 3.3 Aldehyde-Amino Acid (Azomethine Ylide) 3.4 Sulfonium 3.5 Diazoacetate 4 Thiolates 4.1 4.2 Sulfenes 4.3 Arynes 5 N-Oxides 5.1 Diynes Ynones 5.2 Lactonization Acrylate 6 N-Iminoquinolinium 6.1 Allenoates 6.2 Hydroxymethylallyl Carbonate 7 Miscellaneous Cyclizations 8 Conclusions
Язык: Английский
Процитировано
13
European Journal of Organic Chemistry, Год журнала: 2023, Номер unknown
Опубликована: Авг. 29, 2023
Abstract Herein, an efficient methodology for the homogeneous manganese‐catalysed transfer hydrogenation of N‐heterocycles by using ammonia‐borane as a hydrogen source under mild reaction conditions is reported. Good to excellent isolated yields are achieved applying PNP manganese pincer complex. In reaction, 1,2‐dihydroquinoline detected intermediate NMR spectra analysis and deuterium labelling experiment. The catalytic likely proceeded outer‐sphere pathway based on bifunctional
Язык: Английский
Процитировано
8
Chemical Communications, Год журнала: 2022, Номер 58(27), С. 4380 - 4383
Опубликована: Янв. 1, 2022
Under transition metal catalyst-free conditions, we herein present a hydride transfer-initiated construction of novel 3-(2-aminomethyl)aryl quinolines from N-isoquinolinium salts and 2-aminobenzaldehydes, proceeding with the merits operational simplicity, high step atom efficiency, good substrate functional group compatibility, mild conditions. The products are formed by reacting isoquinolyl motif as two-carbon synthon along cleavage its C3-N bond. Given interesting applications 3-aryl quinolines, developed chemistry is anticipated to be further applied develop new products.
Язык: Английский
Процитировано
11
European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(23)
Опубликована: Март 13, 2024
Abstract We present a method for the synthesis of substituted indolo[1,2‐ ]quinoline‐5(6 H )‐ones starting from 1‐(2‐ethynylphenyl)‐1 ‐indoles. The transformation involves gold‐catalyzed oxidation triple bond followed by acid‐promoted intramolecular cyclization at indole C2 position. Demonstrating noteworthy versatility, reaction tolerates wide array substituents on core and proceeds in good to excellent yields (up 93 %).
Язык: Английский
Процитировано
2
Chinese Journal of Organic Chemistry, Год журнала: 2022, Номер 42(2), С. 619 - 619
Опубликована: Янв. 1, 2022
摘要 设计合成了一种多氮唑类三齿配体, 并将其与铱配合物成功负载至 MoS2 纳米片上, 制备出了非均相催化剂 IPQ-Ir@MoS2.利用扫描电子显微镜(SEM)
Процитировано
8
European Journal of Organic Chemistry, Год журнала: 2020, Номер 2020(33), С. 5411 - 5424
Опубликована: Июль 20, 2020
A wide range of substituted indoles or polycyclic derivatives containing the indole core are easily accessible by acidic treatment aromatic amines and 1,2‐diaza‐1,3‐dienes. Unlike related indole‐Bischler synthesis, regioselectivity method here reported is unique predictable, yields generally good also electron withdrawing smoothly recovered.
Язык: Английский
Процитировано
9
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(16), С. 11945 - 11953
Опубликована: Авг. 10, 2023
A novel protocol of gold-catalyzed N-aryl propargylamines to construct tetrahydroquinolines and 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolines in moderate good yields has been developed through the tandem reactions intramolecular hydroarylation transfer hydrogenation. The strategy advantages easy access raw materials, simple reaction conditions, substrate compatibility, high efficiency, excellent regioselectivity.
Язык: Английский
Процитировано
3
Progress in heterocyclic chemistry, Год журнала: 2021, Номер unknown, С. 397 - 430
Опубликована: Янв. 1, 2021
Язык: Английский
Процитировано
2
New Journal of Chemistry, Год журнала: 2021, Номер 46(3), С. 959 - 965
Опубликована: Дек. 7, 2021
We have developed a novel approach for the construction of 2-((2-arylquinolin-4-yl)oxy)ethan-1-ol derivatives involving radical-mediated tandem cyclization reaction.
Язык: Английский
Процитировано
2
Опубликована: Янв. 21, 2022
The recent progresses on formic acid-based chemical transformations have been discussed here. In the presence of suitable catalytic system, acid is readily decomposed to different reactive intermediates including incorporate carbonyl, carboxyl, hydrogen source, and simple carbon moiety into their parent compounds. Diversity CC Cheteroatom bonds were formed in good yields selectivities under mild conditions.
Язык: Английский
Процитировано
0