Multicomponent Synthesisof Highly Substituted Imidazolines via a Silicon Mediated 1,3-DipolarCycloaddition

Peddibhotla, Satyamaheshwar; Tepe, Jetze J.

doi:10.1055/s-2003-40196

Synthesis

2003

DOI: 10.1055/s-2003-40196

|View full text |Cite

Multicomponent Synthesisof Highly Substituted Imidazolines via a Silicon Mediated 1,3-DipolarCycloaddition

Satyamaheshwar Peddibhotla¹,

Jetze J. Tepe²

Abstract: A diastereoselective multicomponent synthesis of highly functionalized imidazolines is reported. A silicon mediated 1,3 dipolar cycloaddition of the in situ generated münchnone with an imine resulted in the formation of highly substituted imidazolines. The imidazolines contain a four-point diversity and two stereocenters and the cycloaddition reaction is applicable to aryl, alkyl, acyl, and heterocyclic substitutions.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2011

2024

Publication Types

Select...

Article5

Relationship

Self Cite0

Independent5

Authors

Journals

Cited by 10 publications

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

Multicomponent Reactions in Polymer Chemistry Utilizing Heavier Main Group Elements

Tuten

Barner‐Kowollik

2020

Macromol. Rapid Commun.

View full text Add to dashboard Cite

Herein, a concise overview of the use of heavier main group elements in multicomponent reactions and their use in polymer chemistry is provided. Incorporating heavier elements into macromolecular structures via multicomponent reactions allows for the rapid development of materials with unique properties that are not readily achieved using carbon, nitrogen, and/or oxygen. Elements in Group 13, Group 14, Group 15, and Group 16 are specifically covered examining both the familiar and unfamiliar properties of these elements and how they are used in multicomponent chemistry. Furthermore, elements that both take part in the reaction mechanism and remain in the macromolecular structure upon completion are only briefly explored. Some of the state‐of‐the‐art work going into developing these heavier element multicomponent reactions are highlighted and it is hoped to inspire other polymer chemists to explore other parts of the periodic table.

show abstract

Multicomponent Reactions in Polymer Chemistry Utilizing Heavier Main Group Elements

Tuten

Barner‐Kowollik

2020

Macromol. Rapid Commun.

View full text Add to dashboard Cite

show abstract

Synthesis, spectral analysis, and in vitro microbiological evaluation of ethyl 7,9-diaryl-1, 4-diazaspiro[4.5]dec-9-ene-6- carboxylates as a new class of antibacterial and antifungal agents

Thanusu

Kanagarajan

Gopalakrishnan

2011

Chem Heterocycl Comp

View full text Add to dashboard Cite

Keywords: ethyl 7,9-diaryl-1,4-diazaspiro[4.5]dec-9-ene-6-carboxylates, ethylenediamine, p-toluenesulfonic acid, antibacterial activity, antifungal activity.Heterocycles form by far the largest of the classical divisions of organic chemistry and are of immense importance biologically and industrially. The majority of pharmaceuticals and biologically active agrochemicals are heterocyclic, while countless additives and modifiers used in industrial applications, including cosmetics, reprography, information storage, and plastics, are also heterocyclic in nature. The development of simple, efficient, and environmentally benign chemical processes for widely used organic compounds from readily available reagents is one of the major challenges for chemists in organic synthesis.Imidazoline is a nitrogen-containing heterocycle derived from imidazole. The ring contains an imine bond, and the carbon atoms at the positions 4 and 5 are singly rather than doubly bonded as in the case of imidazole. The importance of the imidazoline unit rests on its presence in many biologically active compounds [1,2]. Imidazoline units are also used in organic synthesis as synthetic intermediates [3,4], chiral auxiliaries [5], chiral catalysts [6], and ligands for asymmetric catalysis [7]. Like imidazole, imidazoline-based compounds have been used as N-heterocyclic carbene ligands [8] with various transition metals, for example, in the commercially available second generation Grubbs' catalyst.A good number of bioactive imidazoline derivatives bear a substituent (aryl or alkyl group) on the carbon atom between the nitrogen centers.

show abstract

A brief review on imidazole, triazine, and isatin derivatives: synthesis approaches and their applications

Parmar,

Vara,

Pandya

2024

Discov. Chem.

View full text Add to dashboard Cite

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

customersupport@researchsolutions.com

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

Multicomponent Synthesisof Highly Substituted Imidazolines via a Silicon Mediated 1,3-DipolarCycloaddition

Cited by 10 publications

References 25 publications

Multicomponent Reactions in Polymer Chemistry Utilizing Heavier Main Group Elements

Multicomponent Reactions in Polymer Chemistry Utilizing Heavier Main Group Elements

Synthesis, spectral analysis, and in vitro microbiological evaluation of ethyl 7,9-diaryl-1, 4-diazaspiro[4.5]dec-9-ene-6- carboxylates as a new class of antibacterial and antifungal agents

A brief review on imidazole, triazine, and isatin derivatives: synthesis approaches and their applications

Contact Info

Product

Resources

About