Denitrogenative transformation of nitrogen heterocycles : synthesis, reactions and applications

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Title:

Author:

Anbarasan, Pazhamalai, editor.

ISBN:

9783527844845

9783527844852

Physical Description:

1 online resource (537 p.)

General Note:

6.3 [2,3]-Sigmatropic Rearrangement Reactions

Contents:

Cover -- Title Page -- Copyright -- Contents -- Preface -- Chapter 1 Synthesis of Diverse Nitrogen Heterocycles Explored in Denitrogenative Transformations -- 1.1 Introduction -- 1.2 Synthesis of 1,2,3-Triazoles -- 1.2.1 Synthesis of NH-Triazoles -- 1.2.2 Synthesis of N-Sulfonyl-1,2,3-triazoles -- 1.2.3 Synthesis of N-Trifluoromethyl-1,2,3-triazoles -- 1.2.4 Synthesis of 5-Iodo-1,2,3-triazoles -- 1.2.5 Synthesis of Pyridotriazoles -- 1.2.6 Synthesis of Triazoloindoles -- 1.2.7 Synthesis of Benzotriazoles -- 1.3 Synthesis of 1,2,3-Thiadiazoles -- 1.4 Synthesis of Tetrazoles

1.4.1 Synthesis of 1H-Tetrazoles -- 1.4.2 Synthesis of Pyridotetrazoles -- 1.4.3 Synthesis of Tetrazolo[1,5-a]quinolines -- 1.5 Synthesis of 3-Aminoindazoles -- 1.6 Synthesis of Benzotriazinones -- 1.7 Summary and Outlook -- References -- Chapter 2 Transannulation of N-Sulfonyl-1,2,3-triazoles with Polar Multiple Bonds -- 2.1 Introduction -- 2.2 Reaction of N-Sulfonyl-1,2,3-triazoles with Carbonyls -- 2.3 Reaction of N-Sulfonyl-1,2,3-triazoles with Nitriles -- 2.4 Reaction of N-Sulfonyl-1,2,3-triazoles with Polar Multiple Bonds Beyond Carbonyls and Nitriles -- 2.5 Conclusion -- References

Chapter 3 Transannulation of N-Sulfonyl-1,2,3-triazoles with Nonpolar Multiple Bonds such as Alkenes, Alkynes, and Allenes -- 3.1 Introduction -- 3.2 Transannulation of N-Sulfonyl-1,2,3-triazoles with Alkenes -- 3.2.1 Intermolecular Transannulation with Alkenes -- 3.2.2 Intramolecular Transannulation with Alkenes -- 3.3 Transannulation of N-Sulfonyl-1,2,3-triazoles with 1,3-Dienes -- 3.3.1 Intermolecular Transannulation with 1,3-Dienes -- 3.3.2 Intramolecular Transannulation with 1,3-Dienes -- 3.4 Transannulation of N-Sulfonyl-1,2,3-triazoles with Alkynes

3.4.1 Intermolecular Transannulation with Alkynes -- 3.4.2 Intramolecular Transannulation with Alkynes -- 3.5 Transannulation of N-Sulfonyl-1,2,3-triazoles with Allenes -- 3.5.1 Intermolecular Transannulation with Allenes -- 3.5.2 Intramolecular Transannulation with Allenes -- 3.6 Summary and Outlook -- References -- Chapter 4 Transannulations of N-Sulfonyl-1,2,3-triazoles with Carbo/Heterocycles -- 4.1 Introduction -- 4.2 Transannulations with Ring Retention -- 4.2.1 Aromatic and Heteroaromatic Rings -- 4.2.2 Nonaromatic Rings -- 4.3 Transannulations with Ring Opening

4.3.1 Heteroaromatic Rings -- 4.3.2 Nonaromatic Rings -- 4.4 Summary and Outlook -- References -- Chapter 5 Insertion of Azavinyl Carbenes to C H/X H Bond -- 5.1 Abbreviations -- 5.2 Introduction -- 5.3 Insertion Reactions of N1-Sulfonyl-1,2,3-triazoles -- 5.3.1 C-H Insertion -- 5.3.2 O-H Insertion -- 5.3.3 N-H Insertion -- 5.3.4 B-H Insertion -- 5.3.5 Si-H and P-H Insertion -- 5.4 Insertion Reactions of 5-Iodo-1,2,3-triazoles -- 5.5 Summary and Outlook -- Acknowledgment -- References -- Chapter 6 Insertion of Azavinyl Carbenes to C X/X X Bond -- 6.1 Introduction -- 6.2 1,3-Difunctionalization

Abstract:

Comprehensive resource exploring a unique chemical transformation that generates new compounds with diverse properties for modern organic synthesis research Denitrogenative Transformation of Nitrogen Heterocycles explores all 10 polynitrogen heterocycles that are known to undergo denitrogenative transformations to date. Following highlights on the remarkable modifications encountered in the synthesis of nitrogen heterocycles, the chapters use a reaction-based approach to explain denitrogenative transformations in detail. This book covers the exponential growth in scientific literature in the last few decades for denitrogenative reactions of polynitrogen heterocycles which play a key role in natural products, medicinal chemistry, pharmaceuticals, biochemistry, and material sciences. This book also discusses denitrogenative cascade reactions, which accomplish powerful transformations from simple polynitrogen heterocycles to more complex molecules in modern synthetic chemistry. Written by a highly qualified academic with significant experience in the field, Denitrogenative Transformation of Nitrogen Heterocycles covers sample topics including: Transannulation of N-sulfonyl-1,2,3-triazoles with polar multiple bonds such as carbonyls and nitriles and non-polar multiple bonds such as alkenes, alkynes, and allenes Insertion of azavinyl carbenes to C-X/X-X bond, denitrogenative rearrangements of N-sulfonyl-1,2,3-triazoles, and denitrogenative transformations of NH- and N-fluoroalkyl-1,2,3-triazoles Metal-catalyzed and metal-free denitrogenative transformations of pyridotriazoles and denitrogenative transannulation of benzotriazoles and thiadiazoles Denitrogenative transformations of tetrazoles and radical denitrogenative transformations of polynitrogen heterocycles The first book of its kind on the subject, Denitrogenative Transformation of Nitrogen Heterocycles is an essential reference for researchers and scientists working in organic chemistry, organometallic chemistry, and transition metal catalysis, as well as academics and industry professionals in related fields.

Local Note:

John Wiley and Sons

Subject Term:

Heterocyclic compounds.

Nitrogen.

Composés hétérocycliques.

Azote.

Physical & Theoretical.

Industrial & Technical.

Chemistry.

SCIENCE.

Materials Science.