scholarly journals Recent applications of ring-rearrangement metathesis in organic synthesis

2015 ◽  
Vol 11 ◽  
pp. 1833-1864 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Milind Meshram ◽  
Priti Khedkar ◽  
Shaibal Banerjee ◽  
Deepak Deodhar
Keyword(s):  
Organic Synthesis ◽  
Ring Opening ◽  
Bond Formation ◽  
Ring Closing Metathesis ◽  
One Pot ◽  
Economic Process ◽  
Conventional Methods

Ring-rearrangement metathesis (RRM) involves multiple metathesis processes such as ring-opening metathesis (ROM)/ring-closing metathesis (RCM) in a one-pot operation to generate complex targets. RRM delivers complex frameworks that are difficult to assemble by conventional methods. The noteworthy point about this type of protocol is multi-bond formation and it is an atom economic process. In this review, we have covered literature that appeared during the last seven years (2008–2014).

Microwave-accelerated Carbon-carbon and Carbon-heteroatom Bond Formation via Multi-component Reactions: A Brief Overview

2020 ◽  
Vol 7 (1) ◽  
pp. 23-39 ◽  
Author(s):  
Kantharaju Kamanna ◽  
Santosh Y. Khatavi
Keyword(s):  
Organic Synthesis ◽  
Bond Formation ◽  
Cycloaddition Reaction ◽  
Nanoparticle Synthesis ◽  
Single Step ◽  
Bioactive Molecules ◽  
One Pot ◽  
Bond Forming ◽  
Material Interest ◽  
Carbon Carbon Bond

Multi-Component Reactions (MCRs) have emerged as an excellent tool in organic chemistry for the synthesis of various bioactive molecules. Among these, one-pot MCRs are included, in which organic reactants react with domino in a single-step process. This has become an alternative platform for the organic chemists, because of their simple operation, less purification methods, no side product and faster reaction time. One of the important applications of the MCRs can be drawn in carbon- carbon (C-C) and carbon-heteroatom (C-X; X = N, O, S) bond formation, which is extensively used by the organic chemists to generate bioactive or useful material synthesis. Some of the key carbon- carbon bond forming reactions are Grignard, Wittig, Enolate alkylation, Aldol, Claisen condensation, Michael and more organic reactions. Alternatively, carbon-heteroatoms containing C-N, C-O, and C-S bond are also found more important and present in various heterocyclic compounds, which are of biological, pharmaceutical, and material interest. Thus, there is a clear scope for the discovery and development of cleaner reaction, faster reaction rate, atom economy and efficient one-pot synthesis for sustainable production of diverse and structurally complex organic molecules. Reactions that required hours to run completely in a conventional method can now be carried out within minutes. Thus, the application of microwave (MW) radiation in organic synthesis has become more promising considerable amount in resource-friendly and eco-friendly processes. The technique of microwaveassisted organic synthesis (MAOS) has successfully been employed in various material syntheses, such as transition metal-catalyzed cross-coupling, dipolar cycloaddition reaction, biomolecule synthesis, polymer formation, and the nanoparticle synthesis. The application of the microwave-technique in carbon-carbon and carbon-heteroatom bond formations via MCRs with major reported literature examples are discussed in this review.

One-Pot Tandem Ring-Opening and Ring-Closing Metathesis Polymerization of Disubstituted Cyclopentenes Featuring a Terminal Alkyne Functionality

2020 ◽  
Vol 53 (11) ◽  
pp. 4330-4337
Author(s):  
Santhosh Kumar Podiyanachari ◽  
Salvador Moncho ◽  
Edward N. Brothers ◽  
Saeed Al-Meer ◽  
Mohammed Al-Hashimi ◽  
...  
Keyword(s):  
Ring Opening ◽  
Terminal Alkyne ◽  
Ring Closing Metathesis ◽  
One Pot ◽  
Metathesis Polymerization

Recent Advances in Transition-Metal-Free Aryl C–B Bond Formation

Synthesis ◽  
2017 ◽  
Vol 49 (21) ◽  
pp. 4719-4730 ◽  
Author(s):  
Ge Meng ◽  
Pengfei Li ◽  
Kai Chen ◽  
Linghua Wang
Keyword(s):  
Transition Metal ◽  
Organic Synthesis ◽  
Bond Formation ◽  
Organometallic Reagents ◽  
Metal Free ◽  
Arylboronic Acids ◽  
Recent Advances ◽  
Conventional Methods

Arylboronic acids and their derivatives are widely used in organic synthesis. Conventional methods for their preparation require either reactive organometallic reagents or transition-metal-mediated processes. In recent years, transition-metal-free reactions for aryl C–B bond formation that obviate preformed organometallic reagents have gained interest and have developed rapidly. These new reactions have shown significant advantages for the preparation of functionalized molecules. In this review, an overview of the recent advances in transition-metal-free aromatic borylation reactions is provided.1 Introduction2 Transition-Metal-Free Transformations of CAr–N Bonds to CAr–B Bonds3 Transition-Metal-Free Transformations of CAr–X Bonds to CAr–B Bonds4 Transition-Metal-Free Transformations of CAr–H Bonds to CAr–B Bonds5 Conclusion

scholarly journals Photoredox-catalyzed oxo-amination of aryl cyclopropanes

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Liang Ge ◽  
Ding-Xing Wang ◽  
Renyi Xing ◽  
Di Ma ◽  
Patrick J. Walsh ◽  
...  
Keyword(s):  
Organic Synthesis ◽  
Driving Force ◽  
Ring Opening ◽  
Bond Cleavage ◽  
Building Blocks ◽  
Nucleophilic Attack ◽  
Mechanistic Studies ◽  
Reaction Conditions ◽  
One Pot ◽  
Thermodynamic Driving Force

Abstract Cyclopropanes represent a class of versatile building blocks in modern organic synthesis. While the release of ring strain offers a thermodynamic driving force, the control of selectivity for C–C bond cleavage and the subsequent regiochemistry of the functionalization remains difficult, especially for unactivated cyclopropanes. Here we report a photoredox-coupled ring-opening oxo-amination of electronically unbiased cyclopropanes, which enables the expedient construction of a host of structurally diverse β-amino ketone derivatives. Through one electron oxidation, the relatively inert aryl cyclopropanes are readily converted into reactive radical cation intermediates, which in turn participate in the ensuing ring-opening functionalizations. Based on mechanistic studies, the present oxo-amination is proposed to proceed through an SN2-like nucleophilic attack/ring-opening manifold. This protocol features wide substrate scope, mild reaction conditions, and use of dioxygen as an oxidant both for catalyst regeneration and oxygen-incorporation. Moreover, a one-pot formal aminoacylation of olefins is described through a sequential cyclopropanation/oxo-amination.

H2 O-Mediated Epoxide Ring-Opening with Concomitant C-S Bond Formation: A One-Pot Method to 3-Hydroxy-oxindolino-dithiocarbamates as Cytotoxic Agents

2018 ◽  
Vol 3 (24) ◽  
pp. 6766-6774 ◽  
Author(s):  
Sonal Bhandari ◽  
Amol Rajaram Katore ◽  
Deepti Madanlal Bajaj ◽  
Pankaj Sharma ◽  
Venu Talla ◽  
...  
Keyword(s):  
Ring Opening ◽  
Bond Formation ◽  
Cytotoxic Agents ◽  
Epoxide Ring ◽  
One Pot ◽  
Epoxide Ring Opening

Eco-Friendly Synthesis of Pyrazoline Derivatives

2017 ◽  
Vol 9 (04) ◽  
Author(s):  
Mahesh G. Kharatmol ◽  
Deepali Jagdale
Keyword(s):  
Ionic Liquids ◽  
Microwave Irradiation ◽  
Organic Synthesis ◽  
Ultrasonic Irradiation ◽  
Minimal Energy ◽  
Anticancer Activities ◽  
Conventional Methods

Pyrazoline class of compounds serve as better moieties for an array of treatments, they have antibacterial, antifungal, antiinflammatory, antipyretic, diuretic, cardiovascular activities. Apart from these they also have anticancer activities. So, pertaining to its importance, many attempts are made to synthesize pyrazolines. Since conventional methods of organic synthesis are energy and time consuming. There are elaborate pathways for green and eco-friendly synthesis of pyrazoline derivatives including microwave irradiation, ultrasonic irradiation, grinding and use of ionic liquids which assures the synthesis of the same within much lesser time and by use of minimal energy

An Overview of the One-pot Synthesis of Imidazolines

2020 ◽  
Vol 24 (20) ◽  
pp. 2341-2355
Author(s):  
Thaipparambil Aneeja ◽  
Sankaran Radhika ◽  
Mohan Neetha ◽  
Gopinathan Anilkumar
Keyword(s):  
Asymmetric Catalysis ◽  
Organic Compounds ◽  
Ring Opening ◽  
Ecological Impact ◽  
Chiral Auxiliary ◽  
One Pot ◽  
One Pot Synthesis ◽  
The One ◽  
Synthetic Intermediate ◽  
Heterocyclic Moiety

One-pot syntheses are a simple, efficient and easy methodology, which are widely used for the synthesis of organic compounds. Imidazoline is a valuable heterocyclic moiety used as a synthetic intermediate, chiral auxiliary, chiral catalyst and a ligand for asymmetric catalysis. Imidazole is a fundamental unit of biomolecules that can be easily prepared from imidazolines. The one-pot method is an impressive approach to synthesize organic compounds as it minimizes the reaction time, separation procedures, and ecological impact. Many significant one-pot methods such as N-bromosuccinimide mediated reaction, ring-opening of tetrahydrofuran, triflic anhydrate mediated reaction, etc. were reported for imidazoline synthesis. This review describes an overview of the one-pot synthesis of imidazolines and covers literature up to 2020.

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