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1. |
Record Nr. |
UNINA9910835504703321 |
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Titolo |
Processed Meat & Seafood Packaging in Colombia |
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Pubbl/distr/stampa |
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Euromonitor International Ltd |
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Lingua di pubblicazione |
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Formato |
Materiale a stampa |
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Livello bibliografico |
Periodico |
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2. |
Record Nr. |
UNINA9911020463603321 |
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Autore |
Anbarasan Pazhamalai |
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Titolo |
Denitrogenative Transformation of Nitrogen Heterocycles : Synthesis, Reactions and Applications |
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Pubbl/distr/stampa |
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Newark : , : John Wiley & Sons, Incorporated, , 2025 |
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©2025 |
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ISBN |
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9783527844845 |
3527844848 |
9783527844838 |
352784483X |
9783527844852 |
3527844856 |
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Edizione |
[1st ed.] |
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Descrizione fisica |
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1 online resource (537 pages) |
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Disciplina |
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Soggetti |
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Heterocyclic chemistry |
Nitrogen compounds |
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Lingua di pubblicazione |
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Formato |
Materiale a stampa |
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Livello bibliografico |
Monografia |
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Nota di contenuto |
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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 |
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-- 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 -- 6.3 [2,3]‐Sigmatropic Rearrangement Reactions -- 6.4 Insertion into X X bonds -- 6.5 Conclusion -- References -- Chapter 7 Denitrogenative Rearrangements of N‐Sulfonyl‐1,2,3‐triazoles -- 7.1 Introduction to Carbenes -- 7.2 Metal Carbenoids -- 7.3 Metal Carbenoids Derived from Diazo Compounds -- 7.4 α‐Imino Metal Carbenoids and Their Reactivity -- 7.5 Denitrogenative Rearrangements of N‐Sulfonyl‐1,2,3‐triazoles Through Azadiene Formation -- 7.6 Denitrogenative Rearrangements of N‐Sulfonyl‐1,2,3‐triazoles Through Zwitterionic Intermediate -- 7.7 Denitrogenative Rearrangements of N‐Sulfonyl‐1,2,3‐triazoles Through Ylide Formation -- 7.8 Denitrogenative Rearrangements of N‐Sulfonyl‐1,2,3‐triazoles Through Ketenimine Formation -- 7.9 Conclusion -- Acknowledgments -- References. |
Chapter 8 Denitrogenative Transformations of NH‐ and N‐Fluoroalkyl‐1,2,3‐triazoles -- 8.1 Introduction -- 8.2 Denitrogenation of NH‐1,2,3‐Triazoles -- 8.3 Denitrogenation of N‐Fluoroalkyl‐1,2,3‐triazoles -- 8.4 Summary and Outlook -- Acknowledgments -- References -- Chapter 9 Asymmetric Perspective on Denitrogenative Transformation of 1,2,3‐Triazoles -- 9.1 Introduction -- 9.2 Rhodium‐Catalyzed Cyclopropanation Reactions -- 9.3 Rhodium‐Catalyzed C H Insertion |
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Reactions -- 9.4 Rhodium‐Catalyzed Transannulation Reactions -- 9.5 Miscellaneous Reactions -- 9.5.1 Relay Catalysis -- 9.5.2 Atom Transfer Reactions -- 9.6 Application in Natural Product and Total Synthesis -- 9.7 Summary and Outlook -- Acknowledgments -- References -- Chapter 10 Denitrogenative Transformations of 3‐Diazoindolin‐2‐imines -- 10.1 Introduction -- 10.2 Synthesis of 3‐Diazoindolin‐2‐imines -- 10.3 Insertion Reactions of 3‐Diazoindolin‐2‐imines -- 10.3.1 Insertion into X-H Bonds -- 10.3.2 Insertion into C-H Bonds -- 10.3.3 Insertion into C-X Bonds -- 10.4 Annulation Reactions of 3‐Diazoindolin‐2‐imines -- 10.5 Miscellaneous Reactions -- 10.6 Summary and Outlook -- References -- Chapter 11 Metal‐Catalyzed Denitrogenative Transformations of Pyridotriazoles -- 11.1 Introduction -- 11.2 Rhodium‐Catalyzed Transannulation of Pyridotriazoles -- 11.2.1 Rhodium‐Catalyzed Transannulation of Pyridotriazoles with Alkyl Silane, Alkynes, and Nitriles -- 11.2.2 Rhodium‐Catalyzed Transannulation of Pyridotriazoles with Amine and Amides -- 11.2.3 Rhodium‐Catalyzed [4 + 3] Cycloaddition of Pyridotriazoles with 2‐Phenylpyridine and S‐Aryl Sulfoximines -- 11.2.4 Rhodium‐Catalyzed Transannulation of Pyridotriazoles with 1,3‐Dienes -- 11.2.5 Rhodium‐Catalyzed Transannulation of Pyridotriazoles with N‐Phenylbenzimidamides. |
11.2.6 Rhodium‐Catalyzed [4 + 1] Cycloaddition of Pyridotriazoles with Propargyl Alcohols -- 11.3 Palladium‐Catalyzed Ring‐Opening of [1,2,3]Triazolo[1,5‐a]pyridines -- 11.3.1 Palladium‐Catalyzed Ring‐Opening of Pyridotriazole with Aryl Halides -- 11.3.2 Palladium‐Catalyzed Ring‐Opening of Pyridotriazole with Acetic Anhydride -- 11.4 Copper‐Catalyzed Denitrogenative Transannulation of Pyridotriazoles -- 11.4.1 Copper‐Catalyzed Transannulation of Pyridotriazoles with Alkynes -- 11.4.2 Copper‐Catalyzed Transannulation of Pyridotriazoles with Amines and Amino Acids -- 11.5 Cobalt‐Catalyzed Transannulation of Pyridotriazoles with Isothiocyanates and Xanthate Esters -- 11.6 Ruthenium‐Catalyzed Transannulation of Pyridotriazoles with Naphthoquinones -- 11.7 Summary and Conclusion -- Acknowledgments -- References -- Chapter 12 Metal‐Free Denitrogenative Transformation of Pyridotriazoles -- 12.1 Introduction -- 12.2 Acid‐Catalyzed Denitrogenative Transformation of Pyridotriazoles -- 12.2.1 Lewis‐Acid Catalyzed Reactions -- 12.2.2 Brønsted Acid‐Catalyzed Reactions -- 12.3 Denitrogenative Transformations of Pyridotriazoles for Forming C C and C X Bond -- 12.3.1 Coupling of Boronic Acids with Pyridotriazoles -- 12.3.2 Iodine and Bromine Promoted Transformations of Pyridotriazoles -- 12.4 Thermolysis and Photolysis of Pyridotriazoles -- 12.5 Light‐Induced Transformations of Pyridotriazoles -- 12.6 Summary and Outlook -- Acknowledgments -- References -- Chapter 13 Recent Development in Denitrogenative Transannulation of Benzotriazoles -- 13.1 Introduction -- 13.2 Common Route for the Synthesis of Benzotriazole Precursors -- 13.3 Transannulation of Benzotriazole‐Appended Scaffolds -- 13.4 Conclusions and Future Perspective -- Acknowledgments -- References -- Chapter 14 Denitrogenative Transannulation of Thiadiazoles -- 14.1 Introduction. |
14.2 Rh‐Catalyzed Reaction of 1,2,3‐Thiadiazoles with Alkynes -- 14.2.1 Rh‐Catalyzed Thiavinyl Carbenes from 1,2,3‐Thiadiazoles for the Synthesis of Multisubstituted Thiophenes -- 14.2.2 Rh‐Catalyzed Intramolecular Transannulation Reaction of Alkynyl Thiadiazoles for the Synthesis of 5,n‐fused Thiophenes -- 14.2.3 Rh‐Catalyzed Denitrogenative Transformations of 1,2,3‐Thiadiazoles for the Synthesis of Multisubstituted Furans and Thiophenes -- 14.2.4 Rh‐Catalyzed 1,1‐Hydroacylation of Thioacyl Carbenes with Alkynyl |
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Aldehydes and Subsequent Cyclization for the Synthesis of 4H‐Thiopyran‐4‐ones -- 14.3 Rh‐Catalyzed Reaction of 1,2,3‐Thiadiazoles with Alkenes -- 14.3.1 Regioselective Synthesis of Dihydrothiophenes and Thiophenes via the Rh‐Catalyzed Transannulation of 1,2,3‐Thiadiazoles with Alkenes -- 14.3.2 Ir‐Catalyzed Diastereospecific and Enantioselective (3 + 2) Transannulations of 1,2,3‐Thiadiazoles with Norbornenes -- 14.3.3 Rh‐Catalyzed 1,1‐Hydroacylation of Thioacyl Carbenes with Alkynyl Aldehydes and Subsequent Cyclization -- 14.4 Rh‐Catalyzed Reaction of 1,2,3‐Thiadiazoles with Carbonyl Compounds -- 14.4.1 Ag‐Mediated Annulation of 5H‐1,2,3‐Thiadiazoles with 1,3‐Dicarbonyls for the Synthesis of Polysubstituted Furans -- 14.5 Rh‐Catalyzed Reaction of 1,2,3‐Thiadiazoles with Nitriles -- 14.5.1 Rh‐Catalyzed Transannulation of 1,2,3‐Thiadiazoles with Nitriles for the Synthesis of Isothiazole -- 14.5.2 Synthesis of Bicyclic Isothiazoles via Intramolecular Rh‐Catalyzed Transannulation of Cyanothiadiazoles -- 14.5.3 Rh‐Catalyzed Highly Chemoselective and Diastereoselective (3 + 2) Transannulations of 1,2,3‐Thiadiazoles with Cyanoepoxides -- 14.5.4 Transannulaction of 1,2,3‐Thiadiazoles and Alk‐2‐enenitriles for the Synthesis of 3‐(Alk‐1‐enyl)isothiazoles -- 14.6 Rh‐Catalyzed Reaction of 1,2,3‐Thiadiazoles with Imines. |
14.6.1 (2 + 2 + 2) Annulations of Thioketenes and Imines. |
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Sommario/riassunto |
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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. |
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