Development of New Multicomponent Processes Based on Unexplored Chemistry of Isocyanides: Access to Heterocyclic Scaffolds and Applications
Title | Development of New Multicomponent Processes Based on Unexplored Chemistry of Isocyanides: Access to Heterocyclic Scaffolds and Applications PDF eBook |
Author | Ouldouz Ghashghaei |
Publisher | |
Pages | 308 |
Release | 2017 |
Genre | |
ISBN |
Development of Multicomponent Assembly Processes and Their Application to the Synthesis of Novel Heterocyclic Scaffolds and the Total Synthesis of Actinophyllic Acid
Title | Development of Multicomponent Assembly Processes and Their Application to the Synthesis of Novel Heterocyclic Scaffolds and the Total Synthesis of Actinophyllic Acid PDF eBook |
Author | Brett Adam Granger |
Publisher | |
Pages | 908 |
Release | 2013 |
Genre | |
ISBN |
Several novel multicomponent assembly processes have been developed for the preparation of a diverse array of complex heterocyclic systems from relatively simple starting materials. These studies resulted in the discovery of a new quinazolone forming reaction, which was applied to the one-step synthesis of the quinazolinocarboline alkaloid rutaecarpine. Biological screening of these complex heterocycles culminated in the identification of a potent sigma-2 receptor ligand. A novel N-acyliminium ion mediated cascade reaction was employed for the concise synthesis of (±)-actinophyllic acid. The completion of the synthesis relied on the development of a reaction sequence that avoided a potentially detrimental fragmentation process. Furthermore, several anti-cancer compounds were identified through a diverted total synthesis approach.
Isocyanide-based Multicomponent Reactions
Title | Isocyanide-based Multicomponent Reactions PDF eBook |
Author | Jonathan G. Rudick |
Publisher | Frontiers Media SA |
Pages | 100 |
Release | 2020-02-20 |
Genre | |
ISBN | 2889634841 |
This eBook is a collection of articles from a Frontiers Research Topic. Frontiers Research Topics are very popular trademarks of the Frontiers Journals Series: they are collections of at least ten articles, all centered on a particular subject. With their unique mix of varied contributions from Original Research to Review Articles, Frontiers Research Topics unify the most influential researchers, the latest key findings and historical advances in a hot research area! Find out more on how to host your own Frontiers Research Topic or contribute to one as an author by contacting the Frontiers Editorial Office: frontiersin.org/about/contact.
Copper-Catalyzed Multi-Component Reactions
Title | Copper-Catalyzed Multi-Component Reactions PDF eBook |
Author | Yusuke Ohta |
Publisher | Springer Science & Business Media |
Pages | 110 |
Release | 2011-01-20 |
Genre | Science |
ISBN | 3642154735 |
A copper-catalyzed direct synthesis of 2-(aminomethyl)indoles by catalytic domino reaction including multi-component coupling was developed, and is the first example of a three-component indole formation without producing salts as a byproduct. Based on this reaction, a copper-catalyzed synthesis of 3-(aminomethyl)isoquinoline was accomplished which represents an unprecedented isoquinoline synthesis through a four-component coupling reaction. Following these results, extensive application studies using one-pot palladium-, acid-, or base-promoted cyclization revealed that indole- or isoquinoline-fused polycyclic compounds can be readily synthesized through multi-component reactions. As the concept of Green Chemistry becomes ever more important, these findings may provide efficient and atom-economical approaches to the diversity-oriented synthesis of bioactive compounds containing a complex structure. This could lead to development of promising drug leads with structural complexity. The work of this thesis will go on to inspire the synthetic research of many readers.
Development of New Methods to Synthesize Heterocyclic Compounds
Title | Development of New Methods to Synthesize Heterocyclic Compounds PDF eBook |
Author | Md Shafaat Al Mehedi |
Publisher | |
Pages | 309 |
Release | 2021 |
Genre | Electronic dissertations |
ISBN |
This dissertation is focused on the development of new methods to synthesize imidazoline scaffolds. The work discusses three new procedures developed in the Tepe lab to synthesize trans-oxazoline, trans-imidazoline, and 2,3-disubstituted quinoline scaffolds. In addition, a new guanidine base mediated diastereoselective aziridine synthesis is described in this work. These new synthetic methodologies provide access to compounds that were not easily accessible using previously described methods. Paths to oxazolines and imidazolines via modified Corey-Chaykovsky sulfur ylide chemistry are presented. Here, the sulfonium salts were treated with stable precursors of acyl imines and 1,3-diaza-1,3-butadiene intermediates, respectively, for the oxazoline and imidazoline syntheses. A modified Skraup-type reaction was employed to synthesize 2,3-disubstituted quinoline scaffolds where epoxides were treated with aromatic anilines under mild conditions in the presence of a Lewis acid.
Development of New Radical Processes
Title | Development of New Radical Processes PDF eBook |
Author | Shireen Rashid Mohammed |
Publisher | |
Pages | 0 |
Release | 2014 |
Genre | |
ISBN |
The aim of this work was to develop new radical multi-component processes and their application in organic synthesis. Carbo-alkenylation processes were thus performed with new radical precursors, different olefins, in the presence of Z-diphenylsulfonylethylene as a terminal acceptor. Reaction conditions have also been optimized, including the diphenylsulfonylhydrazine as a radical initiator under U.V. irradiation, and substitute to the costly DTBHN. Tin-free conditions were also screened with the goal of replacing (Bu3Sn)2 with silyl radicals. Tris(trimethylsilyl)silylthiopropene was tested with success as a radical chain carrier. After this methodology studies, we developed a strategy toward the synthesis of Eucophylline, an alcaloid isolated from Leuconotis griffithii, which tetracyclic skeleton was elaborated based on a carbo-oximation of olefin. This multicomponent process, followed by a reduction of the oxime function and a lactamization offered a fast access to the bicyclo[3.3.1]lactam, a key-intermediate in the synthesis. A Friedländer-type reaction between this lactam and an ortho-aminobenzonitrile allowed an access to the Eucophylline tetrahydrobenzo[1,8]naphthyridine skeleton. The synthesis of the model compound was finally completed with the introduction of the vinylic substituent through a Heck coupling.
Isocyanide Chemistry
Title | Isocyanide Chemistry PDF eBook |
Author | V. Nenajdenko |
Publisher | John Wiley & Sons |
Pages | 615 |
Release | 2012-06-04 |
Genre | Science |
ISBN | 3527652558 |
The efficacy of isocyanide reactions in the synthesis of natural or naturallike products has resulted in a renaissance of isocyanide chemistry. Now isocyanides are widely used in different branches of organic, inorganic, coordination, combinatorial and medicinal chemistry. This invaluable reference is the only book to cover the topic in such depth, presenting all aspects of synthetic isonitrile chemistry. The highly experienced and internationally renowned editor has brought together an equally distinguished team of authors who cover multicomponent reactions, isonitriles in total synthesis, isonitriles in polymer chemistry and much more.