Solid-Phase Synthesis of Nitrogenous Heterocycles

Solid-Phase Synthesis of Nitrogenous Heterocycles PDF Author: Viktor Krchňák
Publisher: Springer
ISBN: 3319586165
Category : Science
Languages : en
Pages : 176

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Book Description
The series Topics in Heterocyclic Chemistry presents critical reviews on present and future trends in the research of heterocyclic compounds. Overall the scope is to cover topics dealing with all areas within heterocyclic chemistry, both experimental and theoretical, of interest to the general heterocyclic chemistry community. The series consists of topic related volumes edited by renowned editors with contributions of experts in the field. All chapters from Topics in Heterocyclic Chemistry are published Online First with an individual DOI. In references, Topics in Heterocyclic Chemistry is abbreviated as Top Heterocycl Chem and cited as a journal.

Solid-Phase Synthesis of Nitrogenous Heterocycles

Solid-Phase Synthesis of Nitrogenous Heterocycles PDF Author: Viktor Krchňák
Publisher: Springer
ISBN: 3319586165
Category : Science
Languages : en
Pages : 176

Get Book Here

Book Description
The series Topics in Heterocyclic Chemistry presents critical reviews on present and future trends in the research of heterocyclic compounds. Overall the scope is to cover topics dealing with all areas within heterocyclic chemistry, both experimental and theoretical, of interest to the general heterocyclic chemistry community. The series consists of topic related volumes edited by renowned editors with contributions of experts in the field. All chapters from Topics in Heterocyclic Chemistry are published Online First with an individual DOI. In references, Topics in Heterocyclic Chemistry is abbreviated as Top Heterocycl Chem and cited as a journal.

Novel Approaches to Synthesis of Nitrogen Containing Heterocycles [microform]

Novel Approaches to Synthesis of Nitrogen Containing Heterocycles [microform] PDF Author: Ghotas Evindar
Publisher: National Library of Canada = Bibliothèque nationale du Canada
ISBN: 9780612917040
Category :
Languages : en
Pages : 1174

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Book Description
In Chapter one, a modified approach for mercury promoted synthesis of mono-, di- and tri-substituted 5-aminotetrazoles, and 5-oxo-tetrazoles is reported. This mild protocol is applied to one pot synthesis of a number of amino acid tert-butyl ester- and peptide tert-butyl ester-tetrazole conjugates. It allows for incorporation of a tetrazole moiety into peptide structures. Finally, a solid phase synthetic protocol to incorporate tetrazole heterocycles at the N-terminus of a peptide, using HgCl2, DIC, or Mukaiyama's reagents was achieved. Chapter three describes the synthesis of 2-aminobenzimidazoles via intramolecular C-N bond formation between an aryl halide and a guanidine moiety using either copper or palladium catalysis. Inexpensive copper salts, such as CuI, are generally superior to the use of palladium catalysts. Regioselective cyclizations can also be achieved in high yield under CuI/1,10-phenanthroline catalyzed conditions, whereas palladium catalysis results in the formation of regioisomeric products. Copper- and palladium-catalyzed intramolecular C-S bond formation by cross-coupling between an aryl halide and thiourea functionality is also demonstrated for the synthesis of 2-aminobenzothiazoles. The copper-catalyzed reaction further expands the recent studies exploring the utility of copper salts as replacements for palladium in carbon-heteroatom bond forming reactions. This methodology is applied to the synthesis of the histamine H1-receptor antagonist astemizole (Hismanal) and its highly active metabolite norastemizole. This work is the first serious study of metal catalyzed arylation of guanidines, and is one of a handful of examples of copper catalyzed cyclizations involving C-N bond formation. Chapter two describes a modified Edman degradation procedure to provide an effective means of introducing a heterocycle at the N-terminus of an amino acid amide or peptide. Reaction of a peptide with an isothiocyanate, followed by dehydrothiolative trapping of the intermediate thiourea by intramolecular cyclization of the weakly nucleophilic adjacent amide nitrogen, generates an iminohydantoin. Solution-phase parallel synthesis of iminohydantoins and polymer-supported synthesis of dipeptide and tripeptide derived iminohydantoins were also achieved. Chapter four describes the formation of various benzoxazoles and a handful of benzthiazoles via intramolecular C-O cross-coupling between an aryl halide and an amide oxygen/sulfur using a catalytic amount of copper. Investigation of various ligands revealed 1,10-phenanthroline to be a superior ligand in benzoxazole formation. This protocol allowed for aryl, alky, vinyl, and hetero-aromatic substitutions at position 2-oxazole. A number of substitutions on the phenyl ring of benzoxazole were also well tolerated. An intermolecular approach has also been investigated. The developed intramolecular protocol is applied to total synthesis of antitumor agent UK-1 46 and its analog Me-UK-1 47. Also, a new protocol for the formation of substituted aminothiatriazoles from thiocarbamoylimidazolium salts is outlined. Thiocarbamoylimidazolium salts are synthesized from the corresponding amines by treatment with thiocarbonyldiimidazole (TCDI) followed by methylation with iodomethane. Thiocarbamoylimidazolium salts are shown to act as thiocarbamoyl cation equivalents. Substitution of the salts by azide anion followed by electrocyclization affords substituted aminothiatriazoles in good to excellent yields.

Synthesis of Nitrogen-containing Five-membered Heterocycles

Synthesis of Nitrogen-containing Five-membered Heterocycles PDF Author: Kirsi Harju
Publisher:
ISBN: 9789521057533
Category :
Languages : en
Pages :

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Book Description


Heterocyclic Scaffolds I

Heterocyclic Scaffolds I PDF Author: Bimal K. Banik
Publisher: Springer Science & Business Media
ISBN: 3642128440
Category : Medical
Languages : en
Pages : 386

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Book Description
Contents: B. Alcaide ∙ P. Almendros: Novel Aspects on the Preparation of Spirocyclic and Fused Unsual β-Lactams.- S.S. Bari ∙ A. Bhalla: Spirocyclic β-Lactams: Synthesis and Biological Evaluation of Novel Heterocycles.- L. Troisi ∙ C. Granito ∙ E. Pindinelli: Novel and Recent Synthesis and Applications of β-Lactams.- C. Palomo ∙ M. Oiarbide: β-Lactams Ring Opening: A Useful Entry to Amino Acids and Relevant Nitrogen-Containing Compounds.- B. Mandal ∙ P. Ghosh ∙ B. Basu: Recent Approaches Towards Solid Phase Synthesis of β-Lactams.- A.Arrieta ∙ B. Lecea ∙ F.P. Cossio: Computational Studies on the Synthesis of β-Lactams Via [ 2+2] Thermal Cycloadditions.- B. K. Banik ∙ I. Banik ∙ F. F. Becker: Novel Anticancer β-Lactams

Solid Phase Synthesis of Heterocyclic Compounds

Solid Phase Synthesis of Heterocyclic Compounds PDF Author: Christophe Remy Hemmer
Publisher:
ISBN:
Category :
Languages : en
Pages : 0

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Book Description


Advances in Nitrogen Heterocycles

Advances in Nitrogen Heterocycles PDF Author: C.J. Moody
Publisher: Elsevier
ISBN: 0080560768
Category : Science
Languages : en
Pages : 241

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Book Description
This volume contains a range of topics such as the activation and manipulation of pyrroles, the synthesis of annelated pyrroles using acylation reactions and the synthesis of kainoids, a family of highly biologically active nitrogen heterocycles.

Asymmetric Synthesis of Nitrogen Heterocycles

Asymmetric Synthesis of Nitrogen Heterocycles PDF Author: Jacques Royer
Publisher: John Wiley & Sons
ISBN: 3527625518
Category : Science
Languages : en
Pages : 425

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Book Description
Here, all aspects of the topic are presented in a compact manner. The book is clearly structured, and divided into two sections -- asymmetric synthesis of heterocycles containing only one nitrogen and that of those with more than one nitrogen as a heteroatom -- such that the necessary information may be found at a glance. The international team of authors provides important experimental procedures, including industrial applications. Essential for synthetic chemists in pharmaceutical and agrochemical chemistry.

Solid-Phase Synthesis

Solid-Phase Synthesis PDF Author: Fernando Albericio
Publisher: CRC Press
ISBN: 1482270307
Category : Medical
Languages : en
Pages : 849

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Book Description
This volume provides the information needed to synthesize peptides by solid-phase synthesis (SPS) - employing polymeric support (resins), anchoring linkages (handles), coupling reagents (activators), and protection schemes. It presents strategies for creating a wide variety of compounds for drug discovery and analyzes peptides, DNA, carbohydrates,

Advances in Heterocyclic Chemistry

Advances in Heterocyclic Chemistry PDF Author: Alan R. Katritzky
Publisher: Academic Press
ISBN: 0123965322
Category : Science
Languages : en
Pages : 250

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Book Description
Established in 1960, Advances in Heterocyclic Chemistry is the definitive serial in the area-one of great importance to organic chemists, polymer chemists and many biological scientists. Written by established authorities in the field, the comprehensive reviews combine descriptive chemistry and mechanistic insight and yield an understanding of how the chemistry drives the properties. Established in 1960, Advances in Heterocyclic Chemistry is the definitive serial in the area-one of great importance to organic chemists, polymer chemists and many biological scientists. Written by established authorities in the field, the comprehensive reviews combine descriptive chemistry and mechanistic insight and yield an understanding of how the chemistry drives the properties.

Heterocyclic Chemistry

Heterocyclic Chemistry PDF Author: John A. Joule
Publisher: John Wiley & Sons
ISBN: 1118681649
Category : Science
Languages : en
Pages : 719

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Book Description
This book has so closely matched the requirements of its readership over the years that it has become the first choice for chemists worldwide. Heterocyclic chemistry comprises at least half of all organic chemistry research worldwide. In particular, the vast majority of organic work done in the pharmaceutical and agrochemical industries is heterocyclic chemistry. The fifth edition of Heterocyclic Chemistry maintains the principal objective of earlier editions – to teach the fundamentals of heterocyclic reactivity and synthesis in a way that is understandable to second- and third-year undergraduate chemistry students. The inclusion of more advanced and current material also makes the book a valuable reference text for postgraduate taught courses, postgraduate researchers, and chemists at all levels working with heterocyclic compounds in industry. Fully updated and expanded to reflect important 21st century advances, the fifth edition of this classic text includes the following innovations: Extensive use of colour to highlight changes in structure and bonding during reactions Entirely new chapters on organometallic heterocyclic chemistry, heterocyclic natural products, especially in biochemical processes, and heterocycles in medicine New sections focusing on heterocyclic fluorine compounds, isotopically labeled heterocycles, and solid-phase chemistry, microwave heating and flow reactors in the heterocyclic context Essential teaching material in the early chapters is followed by short chapters throughout the text which capture the essence of heterocyclic reactivity in concise resumés suitable as introductions or summaries, for example for examination preparation. Detailed, systematic discussions cover the reactivity and synthesis of all the important heterocyclic systems. Original references and references to reviews are given throughout the text, vital for postgraduate teaching and for research scientists. Problems, divided into straightforward revision exercises, and more challenging questions (with solutions available online), help the reader to understand and apply the principles of heterocyclic reactivity and synthesis.