scholarly journals From Alkynes to Heterocycles through Metal-Promoted Silylformylation and Silylcarbocyclization Reactions

Catalysts ◽  
2020 ◽  
Vol 10 (9) ◽  
pp. 1012 ◽  
Author(s):  
Gianluigi Albano ◽  
Laura Antonella Aronica
Keyword(s):  
Detailed Analysis ◽  
Heterocyclic Compounds ◽  
Functional Group ◽  
Biologically Active ◽  
Reaction Conditions ◽  
Synthetic Compounds ◽  
Heterocyclic Derivatives ◽  
Nitrogen Heterocyclic ◽  
Natural And Synthetic

Oxygen and nitrogen heterocyclic systems are present in a large number of natural and synthetic compounds. In particular, oxa- and aza-silacyclane, tetrahydrofuran, benzofuran, cycloheptadifuranone, cycloheptadipyrrolone, pyrrolidine, lactone, lactam, phthalan, isochromanone, tetrahydroisoquinolinone, benzoindolizidinone, indoline and indolizidine scaffolds are present in many classes of biologically active molecules. Most of these contain a C=O moiety which can be easily introduced using carbonylative reaction conditions. In this field, intramolecular silylformylation and silylcarbocyclization reactions may afford heterocyclic compounds containing a carbonyl functional group together with a vinylsilane moiety which can be further transformed. Considering these two aspects, in this review a detailed analysis of the literature data regarding the application of silylformylation and silylcarbocyclization reactions to the synthesis of several heterocyclic derivatives is reported.

Iron-catalyzed radical cascade 6-endo cyclization of dienes towards fused nitrogen heterocycles initiated by an alkoxycarbonyl radical

2020 ◽  
Vol 18 (36) ◽  
pp. 7086-7089
Author(s):  
Shanshan Qiao ◽  
Peng-Cheng Qian ◽  
Fan Chen ◽  
Jiang Cheng
Keyword(s):  
Heterocyclic Compounds ◽  
Nitrogen Heterocycles ◽  
Reaction Conditions ◽  
Cascade Cyclization ◽  
Radical Cascade ◽  
Nitrogen Heterocyclic

An iron-catalyzed radical cascade cyclization of dienes initiated by an alkoxycarbonyl radical has been developed in the presence of (NH4)2S2O8, leading to a series of fused nitrogen heterocyclic compounds under relatively mild reaction conditions.

A Review of Ruthenium-catalyzed C-N Bond Formation Reactions for the Synthesis of Five-membered N-heterocycles

2019 ◽  
Vol 23 (18) ◽  
pp. 1901-1944 ◽  
Author(s):  
Navjeet Kaur ◽  
Neha Ahlawat ◽  
Yamini Verma ◽  
Pooja Grewal ◽  
Pranshu Bhardwaj
Keyword(s):  
Heterocyclic Compounds ◽  
Functional Group ◽  
Bond Formation ◽  
Review Article ◽  
Transition Metal Catalysts ◽  
Heterocyclic Chemistry ◽  
Research Groups ◽  
Reaction Conditions ◽  
Alternative Pathways ◽  
Molecular Complexity

The field of heterocyclic chemistry has been revolutionized using transition metal catalysts in recent years. Various research groups have focused on the development of general protocols to achieve better functional group compatibilities and greater levels of molecular complexity under mild reaction conditions, using easily available starting substrates. The methodologies used earlier for their synthesis were less approachable to organic chemists because of their high cost, highly specified instrumentation and inconvenient methods. For both stereoselective and regioselective synthesis of five-membered nitrogen- containing heterocycles, cyclic reactions that are Ru-catalyzed have known to be very efficient. These methods have many advantages as compared to alternative pathways involved in the synthesis of heterocyclic compounds. In this review article, we concentrated on the synthesis of nitrogen-containing five-membered heterocycles in the presence of a ruthenium catalyst. This review mostly covers the literature published during the period from 1977-2019.

Regioselective N-alkylation of (2-chloroquinolin-3-yl) methanol with N-heterocyclic compounds using the Mitsunobu reagent

2011 ◽  
Vol 65 (3) ◽  
Author(s):  
Selvaraj Roopan ◽  
Fazlur-Rahman Khan ◽  
Jong Jin
Keyword(s):  
Natural Product ◽  
Organic Synthesis ◽  
Heterocyclic Compounds ◽  
Building Blocks ◽  
Natural Product Synthesis ◽  
Mitsunobu Reaction ◽  
Reaction Conditions ◽  
Diethyl Azodicarboxylate ◽  
Nitrogen Heterocyclic

AbstractThe Mitsunobu reaction is a well-established fundamental reaction and has been widely applied in organic synthesis. In this paper, under Mitsunobu conditions dehydration proceeds between (2-chloroquinolin-3-yl)methanol and nitrogen heterocyclic compounds such as quinazolinone, pyrimidone, 2-oxoquinoline in dry THF in the presence of triethylamine, triphenylphosphane and diethyl azodicarboxylate to give the corresponding products. As part of our recent research, we attempted to couple two N-heterocyclic compounds under Mitsunobu reaction conditions to provide efficient building blocks for natural product synthesis.

scholarly journals Silver Nanoparticles Supported on Chitosan as a Green and Robust Heterogeneous Catalyst for Direct Synthesis of Nitrogen Heterocyclic Compounds under Green Conditions

2019 ◽  
Vol 14 (1) ◽  
pp. 51 ◽  
Author(s):  
Seyedeh Fazileh Fazileh Hamzavi ◽  
Shahla Jamili ◽  
Morteza Yousefzadi ◽  
Ali Mashinchian Moradi ◽  
Narges Amrollahi Biuki
Keyword(s):  
Silver Nanoparticles ◽  
Heterogeneous Catalyst ◽  
Heterocyclic Compounds ◽  
Direct Synthesis ◽  
Biologically Active ◽  
Imidazole Derivatives ◽  
Solvent Free Conditions ◽  
Three Component Reaction ◽  
Green Conditions ◽  
Nitrogen Heterocyclic

The catalytic efficiency of silver nanoparticles supported on chitosan as a green, robust, and efficient nanocatalyst for the direct synthesis of biologically active compounds, such as: imidazole derivatives as well as pyrazine scaffolds through multi-component reactions strategy, have been demonstrated. In this work, imidazole derivatives were achieved via pseudo four-component reactions by utilization of benzaldehydes, benzils, anilines, and ammonium acetate under solvent-free conditions. Moreover, pyrazine scaffolds were synthesized through a three-component reaction of phenylenediamine derivatives, isocyanides and various ketones in water. The main advantages of this protocol are the  reusability of the catalyst, operational simplicity, mild reaction conditions, and high-yielding. Copyright © 2019 BCREC Group. All rights reservedReceived: 19th January 2018; Revised: 10th September 2018; Accepted: 18th September 2018; Available online: 25th January 2019; Published regularly: April 2019How to Cite: Hamzavi, S.F., Jamili, S., Yousefzadi, M., Moradi, A.M., Biuki, N.A. (2019). Silver Nanoparticles Supported on Chitosan as a Green and Robust Heterogeneous Catalyst for Direct Synthesis of Nitrogen Heterocyclic Compounds under Green Conditions. Bulletin of Chemical Reaction Engineering & Catalysis, 14 (1): 51-59 (doi:10.9767/bcrec.14.1.2105.51-59)Permalink/DOI: https://doi.org/10.9767/bcrec.14.1.2105.51-59 

scholarly journals Acyl Sonogashira Cross-Coupling: State of the Art and Application to the Synthesis of Heterocyclic Compounds

Catalysts ◽  
2019 ◽  
Vol 10 (1) ◽  
pp. 25 ◽  
Author(s):  
Gianluigi Albano ◽  
Laura Antonella Aronica
Keyword(s):  
Heterocyclic Compounds ◽  
Functional Group ◽  
Cross Coupling ◽  
Radical Change ◽  
Sonogashira Reaction ◽  
Acid Chlorides ◽  
Experimental Conditions ◽  
Vinyl Halides ◽  
Heterocyclic Derivatives ◽  
Terminal Acetylenes

The acyl Sonogashira reaction represents an extension of Sonogashira cross-coupling to acid chlorides which replace aryl or vinyl halides, while terminal acetylenes are used as coupling partners in both reactions. The introduction of a carbonyl functional group on the alkyne backbone determines a radical change in the reactivity of the products. Indeed, α,β-alkynyl ketones can be easily converted into different heterocyclic compounds depending on the experimental conditions employed. Due to its potential, the acyl Sonogashira reaction has been deeply studied with particular attention to the nature of the catalysts and to the structures of both coupling compounds. Considering these two aspects, in this review, a detailed analysis of the literature data regarding the acyl Sonogashira reaction and its role in the synthesis of several heterocyclic derivatives is reported.

A Review on the Antitumor Activity of Various Nitrogenous-based Heterocyclic Compounds as NSCLC Inhibitors

2019 ◽  
Vol 19 (18) ◽  
pp. 1517-1530 ◽  
Author(s):  
Jia-Chun Liu ◽  
Suresh Narva ◽  
Kang Zhou ◽  
Wen Zhang
Keyword(s):  
Lung Cancer ◽  
Antitumor Activity ◽  
Heterocyclic Compounds ◽  
Drug Effects ◽  
Biological Properties ◽  
Wide Range ◽  
Heterocyclic Derivatives ◽  
New Ideas ◽  
Lung Cancer Therapy ◽  
Nitrogen Heterocyclic

At present, cancers have been causing deadly fears to humans and previously unpredictable losses to health. Especially, lung cancer is one of the most common causes of cancer-related mortality accounting for approximately 15% of all cancer cases worldwide. While Non-Small Cell Lung Carcinomas (NSCLCs) makes up to 80% of lung cancer cases. The patient compliance has been weakening because of serious drug resistance and adverse drug effects. Therefore, there is an urgent need for the development of novel structural agents to inhibit NSCLCs. Nitrogen-containing heterocyclic compounds exhibit wide range of biological properties, especially antitumor activity. We reviewed some deadly defects of clinical medicines for the lung cancer therapy and importance of nitrogen based heterocyclic derivatives against NSCLCs. Nitrogen heterocycles exhibit significant antitumor activity against NSCLCs. Nitrogen heterocyclic hybrids could be developed as multi-target-directed NSCLC inhibitors and it is believed that the review is significant for rational designs and new ideas in the development of nitrogen heterocyclic-based drugs.

Revisiting the Role of Biologically Active Natural and Synthetic Compounds as an Intervention to Treat Injured Nerves

2021 ◽  
Author(s):  
Natália Melo Souza ◽  
Mateus Figueiredo Gonçalves ◽  
Luiz Fernando Romanholo Ferreira ◽  
Muhammad Bilal ◽  
Hafiz M. N. Iqbal ◽  
...  
Keyword(s):  
Biologically Active ◽  
Synthetic Compounds ◽  
Active Natural ◽  
Natural And Synthetic

Catalytic Synthesis of Cyclic Guanidines via Hydrogen Atom Transfer and Radical-Polar Crossover

2020 ◽  
Author(s):  
Shunya Ohuchi ◽  
Hiroki Koyama ◽  
Hiroki Shigehisa
Keyword(s):  
Hydrogen Atom ◽  
Functional Group ◽  
Hydrogen Atom Transfer ◽  
Catalytic Synthesis ◽  
Membered Ring ◽  
Biologically Active ◽  
Atom Transfer ◽  
Powerful Method ◽  
Protective Groups ◽  
The Common

A catalytic synthesis of cyclic guanidines, which are found in many biologically active compounds and natu-ral products, was developed, wherein transition-metal hydrogen atom transfer and radical-polar crossover were employed. This mild and functional-group tolerant process enabled the cyclization of alkenyl guanidines bearing common protective groups, such as Cbz and Boc. This powerful method not only provided the common 5- and 6-membered rings but also an unusual 7-membered ring. The derivatization of the products afforded various heterocycles. We also investigated the se-lective cyclization of mono-protected or hetero-protected (TFA and Boc) alkenyl guanidines and their further derivatiza-tions.

A REVIEW ON RECENT ADVANCES IN CHEMISTRY, SYNTHESIS AND BIOLOGICAL APPLICATIONS OF ISATIN DERIVATIVES

2018 ◽  
pp. 16-22
Author(s):  
Shukla PK ◽  
Singh MP ◽  
Patel R
Keyword(s):  
Heterocyclic Compounds ◽  
Biologically Active ◽  
Biological Applications ◽  
Plant Origin ◽  
Recent Past ◽  
Pharmacological Activities ◽  
Naturally Occurring ◽  
Recent Advances ◽  
Biological Aspects ◽  
Isatin Derivatives

Indole and its derivatives have engaged a unique place in the chemistry of nitrogen heterocyclic compounds. The recognition of the plant growthhormone, heteroauxin, the significant amino acids, tryptamine & tryptophan and anti-inflammatory drug, indomethacine are the imperativederivatives of indole which have added stimulus to this review work. Isatin (1H-indole-2,3-dione), an indole derivative of plant origin. Althoughit is a naturally occurring compound, but was synthesized by Erdmann and Laurent in 1840 before it was found in nature. Isatin is a versatileprecursor for many biologically active molecules and its diversified nature makes it a versatile substrate for further modifications. It is concernedin many pharmacological activities like anti-malarial, antiviral, anti-allergic, antimicrobial etc; isatin and its derivatives have been also found todemonstrate promising outcomes against various cancer cell lines. This review provides a brief overview on the recent advances and futureperspectives on chemistry and biological aspects of isatin and its derivatives reported in the recent past.

Sign in / Sign up

Export Citation Format

Share Document