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Exercise book on Aromatic Nitrogen Heterocycles Chemistry

How to deal with the synthesis and reactivity of five- and six-membered rings

by Sabine Chierici (author), Martine Demeunynck (author)
march 2023
Paper book
16 x 24 format 230 pages In stock
80,00 €
eBook [PDF]
230 pages Download after purchase
55,99 €
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Presentation

Heterocyclic chemistry is one of the largest branches of chemistry. Heterocycles play major roles in important fields such as medicinal and pharmaceutical chemistries, agrochemicals or polymers. A good understanding of the comparative reactivity of simple five- and six-membered rings, i.e. pyrrole vs pyridine type rings, makes it possible to approach or predict the reactivity of more complex heterocycles.
This book is a compilation of exercises, mostly adapted from published works. For more clarity we have chosen to limit ourselves to nitrogen containing heterocycles. The book is mainly aimed to Master students, but it will also be of interest for anyone who wants to train in this important field of synthetic chemistry. The book is organized in five sections. In the first chapter, typical syntheses along with metal catalyzed pathways are presented. The two following chapters are devoted to the chemical reactivity of the six-membered (pyridine, quinoline, azines) and five-membered rings (pyrrole, indole, azoles). In these two chapters, the exercises of increasing difficulties focus on the main types of reactions, including electrophilic and nucleophilic aromatic substitutions, N-alkylation and N-arylation, lithiation and other organometallic reactions, and metal catalyzed cross-coupling reactions. In the fourth chapter, the principles discussed in the previous chapters will be applied to the chemistry of complex polycyclic heterocycles containing both five and six membered rings (pyrrolyl-pyridine, aza-indole, indolizine, purine).
The exercise solutions are commented in a separate chapter at the end of the book. Basic notions of nomenclature are given in a short appendix, allowing students to find out a ring structure from its name.

Resume

Abbreviations..................................................................................................................7

Chapter 1 Syntheses......................................................................................................11

1.1Key-points to remember......................................................................................11

1.2Non-metal-catalyzed syntheses........................................................................... 13

1.3 Metal-catalyzedsyntheses...................................................................................24

Chapter 2 Reactivity of six-membered heterocycles.................................................. 35

2.1Key-points to remember ......................................................................................35

2.2 Typicalreactions.................................................................................................36

2.3Applications to heterocycles of interest – Multi-step syntheses.......................... 53

Chapter 3 Reactivity of five-membered heterocycles................................................. 57

3.1Key-points to remember......................................................................................57

3.2 Typicalreactions.................................................................................................58

3.3Applications to heterocycles of interest – Multi-steps syntheses........................ 68

Chapter 4 Reactivity of polyheterocycles containing both five[1]and six-membered rings.....................73

4.1Key-points to remember......................................................................................73

4.2Reactions.............................................................................................................74

Chapter 5 Answers........................................................................................................99

5.1Syntheses.............................................................................................................99

5.2Reactivity of six-membered rings...................................................................... 132

5.2.1Important points to keep in mind.................................................................... 132

5.2.2Typical reactions............................................................................................133

5.2.3Applications to heterocycles of interest – Multi-step syntheses..................... 161

5.3Reactivity of five-Membered rings ....................................................................167

5.3.1Typical reactions............................................................................................167

5.3.2Applications to heterocycles of interest – Multi-steps syntheses ...................183

5.4Reactivity of polyheterocycles containing both five- and six-membered rings .188

List of books and reviews...........................................................................................223

Appendix Basic notions of nomenclature or how to find out the ring structure from its name........................227

Compléments

Characteristics

Language(s): English

Audience(s): Students, Research

Publisher: EDP Sciences & Science Press

Collection: Current Natural Sciences

Published: 9 march 2023

Reference Paper book: L30817

Reference eBook [PDF]: L30824

EAN13 Paper book: 9782759830817

EAN13 eBook [PDF]: 9782759830824

Interior: Black & white

Format (in mm) Paper book: 16 x 24

Pages count Paper book: 230

Pages count eBook [PDF]: 230

Size: 10 Mo (PDF)

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