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Innovative Approaches to Carbocyclic and Heterocyclic Compounds Using Strained Carbocycles

Innovative Approaches to Carbocyclic and Heterocyclic Compounds Using Strained Carbocycles PDF Author: Lien Hoang Phun
Publisher:
ISBN:
Category : Drug development
Languages : en
Pages :

Book Description
Natural products and small molecules play a major role in drug development. However, using natural products as a source of medicine comes with many challenges, such as lack of natural abundance and difficulty in isolation. Consequently, synthetic organic chemistry is a solution in order to access these compounds in usable quantities. However, synthetic chemisty comes with its own challenges such as efficiency, chemoselectivity, stereoselectivity and enantioselectivity. Therefore, synthetic tools that addresses these challenges are required solve these limitations. This thesis discusses new methodologies using strained carbocycles (cyclopropanes and cyclopropenes) as the reactive subunit for the construction of different carbocyclic and heterocyclic compounds. The homo-Nazarov cyclization of alkenyl and heteroaryl cyclopropyl ketones was used in order to construct cyclohexenones, cyclohexenols, heteroaryl ring-fused cyclohexenones, dihydrofurans, furans and furanones in a mild and efficient manner. Benzofused heteroaromatic compounds were achieved via the Lewis acid-catalyzed cycloisomerization of cyclopropene-3,3-dicarbonyls and furan-3-carboxylates. These heteroaromatic compounds can be applied to medicinal chemistry and material science.

Innovative Approaches to Carbocyclic and Heterocyclic Compounds Using Strained Carbocycles

Innovative Approaches to Carbocyclic and Heterocyclic Compounds Using Strained Carbocycles PDF Author: Lien Hoang Phun
Publisher:
ISBN:
Category : Drug development
Languages : en
Pages :

Book Description
Natural products and small molecules play a major role in drug development. However, using natural products as a source of medicine comes with many challenges, such as lack of natural abundance and difficulty in isolation. Consequently, synthetic organic chemistry is a solution in order to access these compounds in usable quantities. However, synthetic chemisty comes with its own challenges such as efficiency, chemoselectivity, stereoselectivity and enantioselectivity. Therefore, synthetic tools that addresses these challenges are required solve these limitations. This thesis discusses new methodologies using strained carbocycles (cyclopropanes and cyclopropenes) as the reactive subunit for the construction of different carbocyclic and heterocyclic compounds. The homo-Nazarov cyclization of alkenyl and heteroaryl cyclopropyl ketones was used in order to construct cyclohexenones, cyclohexenols, heteroaryl ring-fused cyclohexenones, dihydrofurans, furans and furanones in a mild and efficient manner. Benzofused heteroaromatic compounds were achieved via the Lewis acid-catalyzed cycloisomerization of cyclopropene-3,3-dicarbonyls and furan-3-carboxylates. These heteroaromatic compounds can be applied to medicinal chemistry and material science.

New Approaches to Heterocycles and Carbocycles

New Approaches to Heterocycles and Carbocycles PDF Author: Tuanli Yao
Publisher:
ISBN:
Category :
Languages : en
Pages : 342

Book Description
The electrophilic cyclization of functionally-substituted alkynes is a very promising route to an extraordinary range of medicinally interesting, functionally-substituted heterocycles and carbocycles. For instance, a variety of substituted isocoumarins and [alpha]-pyrones are readily prepared in excellent yields under very mild reaction conditions by the reaction of o-(l-alkynyl)benzoates and (Z)-2-alken-4-ynoates with IC1,I2, PhSeCl, p-O2NC6H4SCl, and HI. This methodology accommodates various alkynyl esters and has been successfully extended to the synthesis of polycyclic aromatic and biaryl compounds. Electrophilic cyclization of o-(l-alkynyl)benzamides with IC1, I2, and NBS, affords a variety of substituted isoindolin-1-ones in good to excellent yields. In a few cases, substituted isoquinolin-1-ones were obtained as the major product instead. This methodology accommodates various alkynyl amides and functional groups, and has been successfully extended to heterocyclic starting materials. This chemistry has been successfully applied to the formal synthesis of a biologically interesting alkaloid cepharanone B.A variety of substituted polycyclic aromatics are readily prepared in good to excellent yields under very mild reaction conditions by the reaction of 2-(1-alkynyl)biphenyls with IC1, I2, NBS, and p-O2NC6H4SCl. This methodology readily accommodates various functional groups and has been successfully extended to systems containing a variety of polycyclic and heterocyclic rings. The coupling of 2-(1-alkynyl)-2-alken-1-ones with nucleophiles, either catalyzed by AuCl3 or induced by an electrophile, provides highly substituted furans in good to excellent yields under very mild reaction conditions. Various nucleophiles, including functionalized alcohols, H2O, carboxylic acids, 1,3-diketones and electron-rich arenes, and a range of cyclic and acyclic 2-(1-alkynyl)-2-alken-1-ones readily participate in these cyclizations. Iodine, NIS, and PhSeCl have proven successful as electrophiles in this process. The resulting iodine-containing furans can be readily elaborated to more complex products using known organopalladium chemistry.

Comprehensive Dissertation Index

Comprehensive Dissertation Index PDF Author:
Publisher:
ISBN:
Category : Dissertations, Academic
Languages : en
Pages : 754

Book Description


Artificial Metalloenzymes and MetalloDNAzymes in Catalysis

Artificial Metalloenzymes and MetalloDNAzymes in Catalysis PDF Author: Montserrat Diéguez
Publisher: John Wiley & Sons
ISBN: 3527804072
Category : Technology & Engineering
Languages : en
Pages : 431

Book Description
An important reference for researchers in the field of metal-enzyme hybrid catalysis Artificial Metalloenzymes and MetalloDNAzymes in Catalysis offers a comprehensive review of the most current strategies, developed over recent decades, for the design, synthesis, and optimization of these hybrid catalysts as well as material about their application. The contributors—noted experts in the field—present information on the preparation, characterization, and optimization of artificial metalloenzymes in a timely and authoritative manner. The authors present a thorough examination of this interesting new platform for catalysis that combines the excellent selective recognition/binding properties of enzymes with transition metal catalysts. The text includes information on the various applications of metal-enzyme hybrid catalysts for novel reactions, offers insights into the latest advances in the field, and contains an informative perspective on the future: Explores the development of artificial metalloenzymes, the modern and strongly evolving research field on the verge of industrial application Contains a comprehensive reference to the research area of metal-enzyme hybrid catalysis that has experienced tremendous growth in recent years Includes contributions from leading researchers in the field Shows how this new catalysis combines the selective recognition/binding properties of enzymes with transition metal catalysts Written for catalytic chemists, bioinorganic chemists, biochemists, and organic chemists, Artificial Metalloenzymes and MetalloDNAzymes in Catalysis offers a unique reference to the fundamentals, concepts, applications, and the most recent developments for more efficient and sustainable synthesis.

Handbook of Heterocyclic Chemistry

Handbook of Heterocyclic Chemistry PDF Author: Alan R. Katritzky
Publisher: Elsevier
ISBN: 1483293424
Category : Science
Languages : en
Pages : 568

Book Description
Provides a one-volume overall picture of the largest of the classical divisions of organic chemistry, suitable for the graduate or advanced undergraduate student, as well as for research workers, both specialists in the field and those engaged in another discipline and requiring knowledge of heterocyclic chemistry. It represents Volume 9 of Comprehensive Heterocyclic Chemistry and utilizes the general chapters which appear in the 8-volume work. The highly systematic coverage given to the subject makes this the most authoritative one-volume account of modern heterocyclic chemistry available.

C-C Bond Activation

C-C Bond Activation PDF Author: Guangbin Dong
Publisher: Springer
ISBN: 364255055X
Category : Science
Languages : en
Pages : 265

Book Description
The series Topics in Current Chemistry presents critical reviews of the present and future trends in modern chemical research. The scope of coverage is all areas of chemical science including the interfaces with related disciplines such as biology, medicine and materials science. The goal of each thematic volume is to give the non-specialist reader, whether in academia or industry, a comprehensive insight into an area where new research is emerging which is of interest to a larger scientific audience. Each review within the volume critically surveys one aspect of that topic and places it within the context of the volume as a whole. The most significant developments of the last 5 to 10 years are presented using selected examples to illustrate the principles discussed. The coverage is not intended to be an exhaustive summary of the field or include large quantities of data, but should rather be conceptual, concentrating on the methodological thinking that will allow the non-specialist reader to understand the information presented. Contributions also offer an outlook on potential future developments in the field. Review articles for the individual volumes are invited by the volume editors. Readership: research chemists at universities or in industry, graduate students

Alkaloid Synthesis

Alkaloid Synthesis PDF Author: Hans-Joachim Knoelker
Publisher: Springer Science & Business Media
ISBN: 3642255280
Category : Science
Languages : en
Pages : 268

Book Description
Lycopodium Alkaloids: Isolation and Asymmetric Synthesis, by Mariko Kitajima and Hiromitsu Takayama.- Synthesis of Morphine Alkaloids and Derivatives, by Uwe Rinner and Tomas Hudlicky.- Indole Prenylation in Alkaloid Synthesis, by Thomas Lindel, Nils Marsch and Santosh Kumar Adla.- Marine Pyrroloiminoquinone Alkaloids, by Yasuyuki Kita and Hiromichi Fujioka.- Synthetic Studies on Amaryllidaceae and Other Terrestrially Derived Alkaloids, by Martin G. Banwell, Nadia Yuqian Gao, Brett D. Schwartz and Lorenzo V. White.- Synthesis of Pyrrole and Carbazole Alkaloids, by Ingmar Bauer and Hans-Joachim Knölker.-

Natural Product Biosynthesis

Natural Product Biosynthesis PDF Author: Christopher T. Walsh
Publisher: Royal Society of Chemistry
ISBN: 1788010760
Category : Science
Languages : en
Pages : 787

Book Description
This textbook describes the types of natural products, the biosynthetic pathways that enable the production of these molecules, and an update on the discovery of novel products in the post-genomic era.

Metal and Nonmetal Assisted Synthesis of Six-Membered Heterocycles

Metal and Nonmetal Assisted Synthesis of Six-Membered Heterocycles PDF Author: Navjeet Kaur
Publisher: Elsevier
ISBN: 0128202831
Category : Science
Languages : en
Pages : 526

Book Description
Metal and Nonmetal Assisted Synthesis of Six-Membered Heterocycles provides a useful guide to key approaches being explored in this area. The volume highlights synthetic approaches and catalytic options that facilitate the construction of multiple substituted molecules under mild conditions from easily available starting substrates. Drawing on the experience of its expert author, the book is a useful guide on the key approaches being explored in this area. Following a user-friendly structure based on specific six-membered heterocycle ring groups, this volume highlights synthetic approaches and catalytic options that facilitate the construction of multiple substituted molecules under mild conditions from easily available starting substrates. Highlights new methodologies for the synthesis of different six-membered heterocycles Provides an up-to-date overview of this fast-moving field with an easy-to-use structure Includes novel approaches used in the study and application of catalysts in synthetic organic reactions

Side Reactions in Organic Synthesis

Side Reactions in Organic Synthesis PDF Author: Florencio Zaragoza Dörwald
Publisher: John Wiley & Sons
ISBN: 3527604987
Category : Science
Languages : en
Pages : 389

Book Description
Most syntheses in the chemical research laboratory fail and usually require several attempts before proceeding satisfactorily. Failed syntheses are not only discouraging and frustrating, but also cost a lot of time and money. Many failures may, however, be avoided by understanding the structure-reactivity relationship of organic compounds. This textbook highlights the competing processes and limitations of the most important reactions used in organic synthesis. By allowing chemists to quickly recognize potential problems this book will help to improve their efficiency and success-rate. A must for every graduate student but also for every chemist in industry and academia. Contents: 1 Organic Synthesis: General Remarks 2 Stereoelectronic Effects and Reactivity 3 The Stability of Organic Compounds 4 Aliphatic Nucleophilic Substitutions: Problematic Electrophiles 5 The Alkylation of Carbanions 6 The Alkylation of Heteroatoms 7 The Acylation of Heteroatoms 8 Palladium-Catalyzed C-C Bond Formation 9 Cyclizations 10 Monofunctionalization of Symmetric Difunctional Substrates