scholarly journals Synthesis of depsipeptides via isocyanide-based consecutive Bargellini/Passerini multicomponent reactions

SynOpen ◽  
2021 ◽  
Author(s):  
Hassan Farhid ◽  
Mohammad Mahdi Rostami ◽  
Ahmad Shaabani ◽  
Behrouz Notash
Keyword(s):  
Multicomponent Reaction ◽  
Multicomponent Reactions ◽  
Flexible Structures ◽  
Amide Bond ◽  
Environmentally Benign ◽  
Reaction Products ◽  
Reaction Conditions ◽  
New Class ◽  
High Yields ◽  
Straightforward Approach

An efficient and straightforward approach has been established for the preparation of new class of depsipeptide structures via isocyanide-based consecutive Bargellini/Passerini multicomponent reactions. 3-Carboxamido-isobutyric acids bearing an amide bond were supplied via Bargellini multicomponent reaction from isocyanides, acetone, and chloroform in the presence of sodium hydroxide. Next, via the Passerini multicomponent reaction strategy, a new class of depsipeptides was synthesized using the Bargellini reaction products, isocyanides, and aldehydes under environmentally benign reaction conditions. The prepared depsipeptides have more flexible structures than their pseudopeptidic analogs. Using cheap and readily available starting materials, mild reaction conditions, simple procedures, and high yields are the advantages of the present strategy.

Pot, atom and step-economic (PASE) synthesis of medicinally relevant spiro[oxindole-3,4′-pyrano[4,3-b]pyran] scaffold

2016 ◽  
Vol 22 (1) ◽  
pp. 11-15 ◽  
Author(s):  
Michail N. Elinson ◽  
Fedor V. Ryzhkov ◽  
Victor A. Korolev ◽  
Mikhail P. Egorov
Keyword(s):  
Multicomponent Reaction ◽  
Multicomponent Reactions ◽  
Large Scale ◽  
Potassium Fluoride ◽  
Environmentally Benign ◽  
Anti Hiv

AbstractFast (3 min) pot, atom and step economics (PASE) potassium fluoride catalyzed multicomponent reaction of isatins, malononitrile and 4-hydroxy-6-methyl-2H-pyran-2-one results in efficient formation of substituted spirooxindole-3,4′-pyrano[4,3-b]pyrans in 92–96% yields. The developed ‘on-solvent’ approach to the substituted spirooxindole-3,4′-pyrano[4,3-b]pyrans – the pharmacologically perspective substances with known antiviral, antileishmanial, anticonvulsant and anti-HIV activities – is beneficial from the viewpoint of diversity-oriented large-scale processes and represents fast and environmentally benign synthetic concept for the multicomponent reactions strategy.

scholarly journals A Simple and Efficient Synthesis of Highly Substituted Indeno[1,2-b]pyrrole and Acenaphtho[1,2-b]pyrrole Derivatives by Tandem Three-Component Reactions

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 3031 ◽  
Author(s):  
Xiaodong Tang ◽  
Songlei Zhu ◽  
Ying Ma ◽  
Ren Wen ◽  
Lanqi Cen ◽  
...  
Keyword(s):  
Environmentally Benign ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Dicarbonyl Compounds ◽  
Pyrrole Derivatives ◽  
Three Component Reaction ◽  
High Yields ◽  
Operational Simplicity

A green, convenient and tandem procedure for the efficient synthesis of highly substituted indeno[1,2-b]pyrrole and acenaphtho[1,2-b]pyrrole derivatives by domino three-component reaction of tryptamine/benzylamine, 1,3-dicarbonyl compounds and ninhydrin/ acenaphthenequinone is described. The significant features of this procedure were characterized by mild reaction conditions, high yields, operational simplicity and it being environmentally benign.

Ionic liquid promoted and mediated green preparation of arylbispyranylmethane and pyran derivatives and their hybrid with a pyrimidine nucleoside

2009 ◽  
Vol 2009 (8) ◽  
pp. 473-477 ◽  
Author(s):  
Xinying Zhang ◽  
Yingying Qu ◽  
Xuesen Fan ◽  
Xia Wang ◽  
Jianji Wang
Keyword(s):  
Ionic Liquid ◽  
High Efficiency ◽  
Reaction Medium ◽  
Environmentally Benign ◽  
Pyrimidine Nucleoside ◽  
Reaction Conditions ◽  
Operation Process ◽  
Antiviral Activities ◽  
Benign Nature ◽  
High Yields

The utilisation of an ionic liquid-[bmim][BF4] as both reaction medium and promoter for the reaction between aldehyde and 4-hydroxy-6-methylpyran-2-one is described. Without any added catalyst, this reaction was realised efficiently to give arylbispyranylmethane derivatives in high yields. Alternatively, when this reaction was carried out in the presence of acetic anhydride, fused pyran derivatives were obtained. These two novel procedures have advantages such as an environmentally benign nature, high efficiency, simple operation process and mild reaction conditions. As an application, these procedures were used in the preparation of novel 5-substituted pyrimidine nucleoside derivatives with potential antiviral activities.

One Pot Three Component Synthesis of 9-arylpolyhydroacridine Derivatives in an Ionic Liquid Medium

2005 ◽  
Vol 2005 (9) ◽  
pp. 600-602 ◽  
Author(s):  
Yu-Ling Li ◽  
Mei-Mei Zhang ◽  
Xiang-Shan Wang ◽  
Da-Qing Shi ◽  
Shu-Jiang Tu ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Ammonium Acetate ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
One Pot ◽  
High Yields ◽  
Work Up ◽  
Ionic Liquid Medium

In this paper the preparation of 3,3,6,6-tetramethyl-9-aryl-1,2,3,4,5,6,7,8,9,10- decahydroacridin-1,8-dione derivatives from aromatic aldehydes, 5,5-dimethyl-1,3- cyclohexanedione and ammonium acetate in ionic liquids [bmim+][BF4-] is described. This new method has the advantages of easier work-up, milder reaction conditions, high yields and an environmentally benign procedure compared with other methods.

scholarly journals Synthesis of biscoumarin derivatives by the reaction of aldehydes and 4-hydroxycoumarin using ruthenium (III) chloride hydrate as a versatile homogeneous catalyst

2012 ◽  
Vol 77 (4) ◽  
pp. 407-413 ◽  
Author(s):  
Khalil Tabatabaeian ◽  
Hannaneh Heidari ◽  
Alireza Khorshidi ◽  
Manouchehr Mamaghani ◽  
Nosrat Mahmoodi
Keyword(s):  
Michael Reaction ◽  
Aqueous Media ◽  
Environmentally Benign ◽  
Homogeneous Catalyst ◽  
Reaction Conditions ◽  
One Pot ◽  
The One ◽  
High Yields ◽  
Chloride Hydrate ◽  
Short Times

The one-pot domino Knoevenagel-type condensation/Michael reaction of aromatic, heteroaromatic and aliphatic aldehydes with 4-hydroxycoumarin in aqueous media in the presence of ruthenium salt as homogeneous catalyst was investigated. It was found that 5 mol% of RuCl3.nH2O catalyzes biscoumarin synthesis in high yields (70-95%) under optimised, mild, green and environmentally benign reaction conditions in short times (25-35min).

scholarly journals Synthesis of Medicinally Important Quinazolines and Their Derivatives: A Review

2020 ◽  
Vol 14 (1) ◽  
pp. 108-121
Author(s):  
Sulochana Sharma ◽  
Kailash Sharma ◽  
Sakshi Pathak ◽  
Mahendra Kumar ◽  
Praveen Kumar Sharma
Keyword(s):  
Clinical Trials ◽  
Ionic Liquids ◽  
Multicomponent Reactions ◽  
Chemical Compounds ◽  
Review Article ◽  
High Yield ◽  
Pharmacological Properties ◽  
Reaction Products ◽  
Microwave Irradiations ◽  
High Yields

The study of biodynamic heterosystems has proved to be the most attractive and useful for the development of potential drugs with superior properties and works effectively for the treatment of a variety of diseases, including pandemic ones. Out of the thousand biodynamic heterosystems, the quinazoline heterosystem is one that exhibits wide-ranging biological and pharmacological properties. Synthesis of potential medicinal material is comparatively challenging and needed enough time for clinical trials, testing, permissions for concerned authorities, production and supply. Therefore, researchers usually focused on novel methods incorporated with a high yield of previously approved chemical compounds. This present review article has focused on the synthesis of medicinally important quinazolines and their derivatives, which produce reaction products in less time with high yields, including more attention with eco-friendly green synthesis approaches incorporating multicomponent reactions (MCR), ionic liquids and microwave irradiations.

Lemon Peel Powder: A Natural Catalyst for Multicomponent Synthesis of Coumarin Derivatives

2020 ◽  
Vol 7 (2) ◽  
pp. 140-148
Author(s):  
Ganesh D. Jadhav ◽  
Taufique Ahmed P. Mujawar ◽  
Sunil U. Tekale ◽  
Rajendra P. Pawar ◽  
Yogesh W. More
Keyword(s):  
Heterocyclic Compounds ◽  
Environmentally Benign ◽  
Coumarin Derivatives ◽  
Organic Transformations ◽  
Multicomponent Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Lemon Peel ◽  
Heterogenous Catalyst ◽  
High Yields

Background: Lemon peel powder was used as a natural catalyst for the synthesis of biscoumarins and 3,4-dihydropyrano[c]chromene derivatives. The catalyst is natural, biodegradable, environmentally benign and thus contributes a valuable addition to the existing sustainable methods for the synthesis of coumarin derivatives. Objective: Development of Green synthesis and use of Natural catalyst. Methods: Lemon peel powder was used as a natural, biodegradable, environmentally benign heterogenous catalyst for the synthesis of coumarin derivatives. Results: Natural lemon peel powder was successfully used as a heterogeneous catalyst for the synthesis of coumarin based heterocyclic compounds. Conclusion: In conclusion, an environmentally benign, green and one-pot multicomponent protocol has been developed for the synthesis of biscoumarins and 3,4-dihydropyrano[c]chromene derivatives using lemon peel powder as a natural and biodegradable catalyst. Lemon peel being natural, the present approach is sustainable and will highlight the emerging applications of natural resources for synthetic organic transformations. This protocol offers several advantages such as high yields, clean reaction conditions, and no pollution threat to the environment making it a useful and attractive process for the synthesis of coumarin derivatives.

An efficient catalyst-free chemoselective multicomponent reaction for the synthesis of pyrimidine functionalized pyrrolo-annelated derivatives

RSC Advances ◽  
2015 ◽  
Vol 5 (31) ◽  
pp. 24327-24335 ◽  
Author(s):  
Yuvaraj Dommaraju ◽  
Somadrita Borthakur ◽  
Nimmakuri Rajesh ◽  
Dipak Prajapati
Keyword(s):  
Multicomponent Reaction ◽  
Reaction Conditions ◽  
One Pot ◽  
Efficient Catalyst ◽  
Catalyst Free ◽  
High Yields

An efficient catalyst-free, one-pot multicomponent reaction has been developed for the synthesis of pyrimidine functionalized pyrrolo-annelated derivatives. The method offers easy and column free separation, mild reaction conditions and high yields.

scholarly journals Efficient Flow Electrochemical Alkoxylation of Pyrrolidine-1-carbaldehyde

Synlett ◽  
2019 ◽  
Vol 30 (10) ◽  
pp. 1183-1186 ◽  
Author(s):  
Nasser Amri ◽  
Ryan A. Skilton ◽  
Duncan Guthrie ◽  
Thomas Wirth
Keyword(s):  
Reaction Products ◽  
Reaction Conditions ◽  
Precise Control ◽  
High Yields ◽  
Electrochemical Microreactor

We report on the optimization of the alkoxylation of pyrrolidine-1-carbaldehyde by using a new electrochemical microreactor. Precise control of the reaction conditions permits the synthesis of either mono- or dialkoxylated reaction products in high yields.

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