Green Multi-Component Synthesis of Fused heterocyclic derivatives: An atom economic ecofriendly approach for complex molecules

2021 ◽  
Vol 09 ◽  
Author(s):  
Ravikumar Dhanalakshmi ◽  
Gopal Jeya ◽  
Murugan Anbarasu ◽  
Vajiravelu Sivamurugan
Keyword(s):  
Heterocyclic Compounds ◽  
Multicomponent Reactions ◽  
Primary Objective ◽  
Single Step ◽  
Indole Derivatives ◽  
Heterocyclic Synthesis ◽  
Complex Molecules ◽  
Fused Heterocycles ◽  
Heterocyclic Derivatives ◽  
Recent Trends

Background: The construction of fused heterocyclic compounds is always fascinating on the strength of their applications as novel pharmaceuticals. Multi-component reactions (MCRs) are atom economical, beneficial, straightforward and ecofriendly approach for synthesis of complex heterocycles in a single step with higher selectivity. Methods: The review mainly focused on the synthesis of fused heterocycles such as pyrimidine - chromene, Pyrrolo - pyrazine, Pyrazolo - pyrimidine, pyran - imidazole and pyrazole- imidazole - pyrimidine, pyran - pyridmidone, pyrrolo - chromene, pyridine-pyrimidinone, fused indole derivatives, furano - pyran along with some simple MCRs discussed, which published in in the period of 2019 and 2020. A table of summary about 50 heterocycles with product, catalysts and cited literature for are given at end. Conclusions: From this review we understand that MCRs can deliver an effortless access to molecular targets of our interest with wide choice of reactants and their combinations. Thus, the creativity and choice of reactants are pushing the development in MCRs towards more atom economical and eco-friendly approach Objective: Understanding recent trends in the development of MCRs is a requisite for anyone, who wish to synthesise simple and fused heterocycles. By keeping this as primary objective, the present review provides an overview of latest developments in fused heterocyclic synthesis via green multicomponent reactions in the period of 2019 and 2020.

Recent Advances in C-C/Heteroatom Bond Forming and Annulation Reactions of β-Ketodithioesters

2021 ◽  
Vol 18 ◽  
Author(s):  
Laishram Momota Devi ◽  
Thokchom Prasanta Singh ◽  
Okram Mukherjee Singh
Keyword(s):  
Heterocyclic Compounds ◽  
Multicomponent Reactions ◽  
Building Blocks ◽  
Heterocyclic Synthesis ◽  
Bond Forming ◽  
Mild Conditions ◽  
The Past ◽  
Rapid Construction ◽  
Fresh Perspective ◽  
Good Number

: β Ketodithioesters (KDEs) are versatile building blocks for the rapid construction of various heterocyclic compounds. Quite a good number of successful reactions based on KDEs have been developed in the past decade for the construction of heterocyclic skeletons under mild conditions. This review covers the new C-C/X bond formation and annulation reactions of KDEs with dielectrophilic or dinucleophilic reagents. Multicomponent reactions using KDEs to construct various heterocycles are also the major contents in this review. Objective: The aim of this review is to bring a fresh perspective on the application of KDEs in organic synthesis covering from 2013 to 2020. Conclusion: From this review, it is clear that KDEs have been the object of numerous studies on its use in heterocyclic synthesis. The presence of different functional groups on this synthon permits the incorporation of C-C/X sources into the final targets, which is the beauty of KDEs.

Single Heterocyclic Compounds as Monoamine Oxidase Inhibitors: From Past to Present

2020 ◽  
Vol 20 (10) ◽  
pp. 908-920 ◽  
Author(s):  
Su-Min Wu ◽  
Xiao-Yang Qiu ◽  
Shu-Juan Liu ◽  
Juan Sun
Keyword(s):  
Monoamine Oxidase ◽  
Heterocyclic Compounds ◽  
Biological Activities ◽  
The Past ◽  
Structure Activity ◽  
Receptor Interactions ◽  
Heterocyclic Derivatives ◽  
Inhibitory Activities ◽  
Leading Compounds ◽  
Heterocyclic Moiety

Inhibitors of monoamine oxidase (MAO) have shown therapeutic values in a variety of neurodegenerative diseases such as depression, Parkinson’s disease and Alzheimer’s disease. Heterocyclic compounds exhibit a broad spectrum of biological activities and vital leading compounds for the development of chemical drugs. Herein, we focus on the synthesis and screening of novel single heterocyclic derivatives with MAO inhibitory activities during the past decade. This review covers recent pharmacological advancements of single heterocyclic moiety along with structure- activity relationship to provide better correlation among different structures and their receptor interactions.

Scope and Post-Transformations for the Borane-Isocyanide Multicomponent Reactions: Concise Access to Structurally Diverse Heterocyclic Compounds

2013 ◽  
Vol 355 (16) ◽  
pp. 3273-3284 ◽  
Author(s):  
Nicola Kielland ◽  
Esther Vicente-García ◽  
Marc Revés ◽  
Nicolas Isambert ◽  
María José Arévalo ◽  
...  
Keyword(s):  
Heterocyclic Compounds ◽  
Multicomponent Reactions

The Meisenheimer rearrangement in heterocyclic synthesis. II. Synthesis and X-ray crystal structure of a tetrahydro-1H-2,3-benzoxazocine and preparation of a hexahydro-2,3-benzoxazonine

1980 ◽  
Vol 33 (6) ◽  
pp. 1323 ◽  
Author(s):  
JB Bremner ◽  
EJ Browne ◽  
PE Davies ◽  
CLWAH Raston
Keyword(s):  
Molecular Structure ◽  
Crystal Structure ◽  
Acetic Acid ◽  
Crystal And Molecular Structure ◽  
Phosphorus Oxychloride ◽  
Crystallographic Analysis ◽  
Heterocyclic Synthesis ◽  
Reaction Conditions ◽  
X Ray ◽  
Heterocyclic Derivatives

The heterocyclic derivatives, 8,9-dimethoxy-3-methyl-1-phenyl-3,4,5,6- tetrahydro-1H-2,3-benzoxazocine(3a) and 9,10-dimethoxy-3-methyl-1- phenyl-1,3,4,5,6,7-hexahydro-2,3-benzoxazonine (3b),examples of two new ring systems, have been prepared by Meisenheimer rearrangement of the corresponding 2-benzazepine and 2-benzazocine N-oxide derivatives (2a) and (2b). The Bischler-Napieralski-type cyclization reaction was used in the preparation of the tertiary amine precursors of these N-oxides reaction conditions for the cyclization were critical and phosphorus oxychloride in refluxing butanenitrile was found to give the best yields of the seven- or eight-membered cyclic imine intermediates. Reductive cleavage of the benzoxazocine derivative (3a) with zinc in acetic acid followed by N-methylation gave the expected product, [2-{3- (dimethylamino)propyl}-4,5-di-methoxyphenyl]phenylmethanol (12). The crystal and molecular structure of (3a) has been determined by X-ray crystallographic analysis.

scholarly journals One pot synthesis of 3, 4-dihydropyrimidine-2(1H)-thiones using orange peel powder under ultrasonic irradiation

2020 ◽  
Vol 9 (1) ◽  
pp. 919-923
Keyword(s):  
Reaction Time ◽  
Ultrasonic Irradiation ◽  
Heterocyclic Compounds ◽  
Multicomponent Reactions ◽  
Orange Peel ◽  
Biologically Active ◽  
High Yield ◽  
Atom Economy ◽  
One Pot ◽  
The Past

Biginelli, an important multicomponent reaction provides an avenue for the synthesis of different biologically active heterocyclic compounds. During the past decade, one pot multicomponent reactions have attracted the attention of organic and medicinal chemists due to high atom economy, time and enery saving convergent nature. The present manuscript reports a simple one pot three component synthesis of 3, 4-dihydroprimidin-2(1H)-thiones from various diversely substituted aldehydes, ethyl acetoacetate and thiourea using a orange peel powder as a natural catalyst on ultrasonic irradiation in aqueous medium as the solvent. The advantages of this reaction are less reaction time, high yield, easy availability of the catalyst and green nature.

Arylidenemalononitriles as Versatile Synthons in Heterocyclic Synthesis

2022 ◽  
Vol 19 ◽  
Author(s):  
Pannala Padmaja ◽  
Subba Reddy ◽  
Vinod G. Ugale ◽  
Pedavenkatagari Narayana Reddy
Keyword(s):  
Heterocyclic Compounds ◽  
Biological Science ◽  
Heterocyclic Synthesis ◽  
Preparation Methods ◽  
Spirocyclic Compounds ◽  
Novel Complex

Background: Objective: Objective: biological science.: Background: Arylidenemalononitriles are valuable synthons for the construction of a variety of novel complex heterocyclic motifs, fused heterocycle derivatives and spirocyclic compounds. They are versatile chemical intermediates and have increasing applications in industry, agriculture, medicine, Objective: The aim of this review is to highlight the preparation methods and reactions of arylidenemalononitriles in the synthesis of various heterocyclic compounds. Conclusion: n this review, we have presented the application of arylidenemalononitriles to construct a variety of heterocycles. Various catalysts for the preparation of arylidnemalononitriles have been described.

Indole based prostate cancer agents

2022 ◽  
Vol 0 (0) ◽  
Author(s):  
Sunil Kumar ◽  
Madhuri T. Patil ◽  
Deepak B. Salunke
Keyword(s):  
Breast Cancer ◽  
Prostate Cancer ◽  
Lung Cancer ◽  
Immune System ◽  
Anticancer Agents ◽  
Crucial Role ◽  
Heterocyclic Compounds ◽  
Indole Derivatives ◽  
Cancer Chemotherapeutics ◽  
Privileged Structure

Abstract Cancer weakens the immune system which fails to fight against the rapidly growing cells. Among the various types of cancers, prostate cancer (PCa) is causing greater number of deaths in men after lung cancer, demanding advancement to prevent, detect and treat PCa. Several small molecule heterocycles and few peptides are being used as oncological drugs targeting PCa. Heterocycles are playing crucial role in the development of novel cancer chemotherapeutics as well as immunotherapeutics. Indole skeleton, being a privileged structure has been extensively used for the discovery of novel anticancer agents and the application of indole derivatives against breast cancer is well documented. The present article highlights the usefulness of indole linked heterocyclic compounds as well as the fused indole derivatives against prostate cancer.

scholarly journals Development of a genetic toolset for the highly engineerable and metabolically versatile Acinetobacter baylyi ADP1

2020 ◽  
Vol 48 (9) ◽  
pp. 5169-5182
Author(s):  
Bradley W Biggs ◽  
Stacy R Bedore ◽  
Erika Arvay ◽  
Shu Huang ◽  
Harshith Subramanian ◽  
...  
Keyword(s):  
Synthetic Biology ◽  
Carbon Sources ◽  
Primary Objective ◽  
Single Step ◽  
Chromosomal Protein ◽  
Acinetobacter Baylyi ◽  
Catabolic Repression ◽  
Chemical Manufacturing ◽  
Promoter Library ◽  
Acinetobacter Baylyi Adp1

Abstract One primary objective of synthetic biology is to improve the sustainability of chemical manufacturing. Naturally occurring biological systems can utilize a variety of carbon sources, including waste streams that pose challenges to traditional chemical processing, such as lignin biomass, providing opportunity for remediation and valorization of these materials. Success, however, depends on identifying micro-organisms that are both metabolically versatile and engineerable. Identifying organisms with this combination of traits has been a historic hindrance. Here, we leverage the facile genetics of the metabolically versatile bacterium Acinetobacter baylyi ADP1 to create easy and rapid molecular cloning workflows, including a Cas9-based single-step marker-less and scar-less genomic integration method. In addition, we create a promoter library, ribosomal binding site (RBS) variants and test an unprecedented number of rationally integrated bacterial chromosomal protein expression sites and variants. At last, we demonstrate the utility of these tools by examining ADP1’s catabolic repression regulation, creating a strain with improved potential for lignin bioprocessing. Taken together, this work highlights ADP1 as an ideal host for a variety of sustainability and synthetic biology applications.

The molecular diversity scope of 4-hydroxycoumarin in the synthesis of heterocyclic compounds via multicomponent reactions

2019 ◽  
Vol 23 (4) ◽  
pp. 1029-1064
Author(s):  
Ghodsi Mohammadi Ziarani ◽  
Razieh Moradi ◽  
Tahereh Ahmadi ◽  
Parisa Gholamzadeh
Keyword(s):  
Heterocyclic Compounds ◽  
Multicomponent Reactions ◽  
Molecular Diversity
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