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The Chemistry of Heterocycles
(Englisch)
Structure, Reactions, Synthesis, and Applications
Theophil Eicher & Siegfried Hauptmann & Andreas Speicher

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The Chemistry of Heterocycles

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Produktbeschreibung

Theophil Eicher studied chemistry at the University of Heidelberg and obtaind his Ph.D. under Georg Wittig in 1960. After postdoctoral work at Columbia University, New York, in the laboratories of Ronald Breslow, he habilitated 1967 at the University of Würzburg under Siegfried Hünig. In 1974 he was appointed as Associate Professor at the University of Hamburg, in 1976 as Full Professor of Organic Chemistry at the University of Dortmund. Since 1982, he worked as Full Professor at the University of the Saarland, Saarbrücken, and was retired in 2000. Professor Eichers research interests concerned the synthetic chemistry of cyclopropenones and triafulvenes, as well as natural product synthesis in the field of bryophyte constituents. He is co-author of several books. Jointly with L. F. Tietze, he was awarded the literature prize of the "Fonds der chemischen Industrie". He is Dr. h. c. and Prof. a. h. of the Facultad de Quimica of the Universidad de la Republica, Montevideo/Uruguay.Siegfried Hauptmann studied chemistry at the University of Leipzig. In 1958, he obtained his Ph.D. under Wilhelm Treibs, habilitated in the field of organic chemistry in 1961 and became Assistant Professor and later Full Professor at the University of Leipzig. He was retired in 1996. His research interests were centred predominantly to the field of synthetic organic chemistry and reaction mechanisms. Professor Hauptmann was author and co-author of several books and deceased in April, 2011.Andreas Speicher studied chemistry at Saarland University, Saarbrücken. He obtained his Ph.D. in 1994 under Theophil Eicher and was honoured with the Eduard-Martin-Award of his University. He started his independent scientific career and completed habilitation in 2003 (Privatdozent). He is head of a research group and university lecturer for organic chemistry at the Saarland University and was appointed extraordinary professor in 2011. He is temporary holding a guest professorship at the University of Strasbourg/France since 2006 and is co-author of several books. His research interests are directed to synthesis and characterization of chemically and biologically relevant natural products, especially to axially chiral macrocyclic compounds.
This classical textbook in the best sense of the word is now completely revised, updated and with more than 40 % new content. The approved ordering system according to the ring size of the heterocycles has been retained, while the important chapter on "Problems and their Solutions" has been almost completely renewed by introduction of up-to-date scientific exercises, resulting in a great tool for self-testing and exams. There was maintained a chapter on nomenclature and a helpful index of name reactions. With approximately 1,000 new literature citations, this book remains a brilliant gateway to modern heterocyclic science for master and graduate students, as well as PhDs and researchers entering the field."If you want quick information about the basic (or acidic!) properties of a heterocycle, some interesting facts, or an assorted few ways of making it, this book provides a welcoming, accurate, and concise introduction."Angewandte Chemie IE"Eicher, Speicher and Hauptmann provide an up to date introduction to the field for the advanced undergraduate and graduate students. ... The book is carefully produced to a very high standard."European Journal of Medicinal Chemistry|Das klassische Lehrbuch wurde überarbeitet und aktualisiert; mehr als 40 Prozent des Inhalts ist neu! Beibehalten wurde das bewährte Ordnungsschema (nach der Ringgröße); neue Kapitel befassen sich mit kondensierten Heterocyclen und speziellen Fragen der Nomenklatur. Enthält knapp 1000 neu aufgenommene Literaturhinweise.
* Clearly structured with proven systematic: The ordering system according to the ring size of the heterocycles will remain. * New: The contents of the important chapter "Problems and their Solutions" will be completely re-structured and enhanced with up-to-date scientific exercises. A great tool for self-testing and exams.
Clearly structured with proven systematic: The ordering system according to the ring size of the heterocycles will remain.
New: The contents of the important chapter "Problems and their Solutions" will be completely re-structured and enhanced with up-to-date scientific exercises. A great tool for self-testing and exams.
Das klassische Lehrbuch wurde überarbeitet und aktualisiert; mehr als 40 Prozent des Inhalts ist neu! Beibehalten wurde das bewährte Ordnungsschema (nach der Ringgröße); neue Kapitel befassen sich mit kondensierten Heterocyclen und speziellen Fragen der Nomenklatur. Enthält knapp 1000 neu aufgenommene Literaturhinweise.
 

PREFACE TO THE THIRD EDITION
 
THE STRUCTURE OF HETEROCYCLIC COMPOUNDS
 
SYSTEMATIC NOMENCLATURE OF HETEROCYCLIC COMPOUNDS
Hantzsch-Widman Nomenclature
Replacement Nomenclature
Examples of Systematic Nomenclature
Important Heterocyclic Systems
 
THREE-MEMBERED HETEROCYCLES
Oxirane
Thiirane
2H-Azirine
Aziridine
Dioxirane
Oxaziridine
3H-Diazirine
Diaziridine
 
FOUR-MEMBERED HETEROCYLES
Oxetane
Thietane
Azete
Azetidine
1,2-Dioxetane
1,2-Dithiete
1,2-Dihydro-1,2-diazete
1,2-Diazetidine
 
FIVE-MEMBERED HETEROCYCLES
Furan
Benzo[b]furan
Isobenzofuran
Dibenzofuran
Tetrahydrofuran
Thiophene
Benzo[b]thiophene
Benzo[c]thiophene
5.9 2,5-Dihydrothiophene
Thiolane
Selenophene
Pyrrole
Indole
Carbazole
Isoindole
Indolizine
Pyrrolidine
Phosphole
1,3-Dioxolane
1,2-Dithiole
1,2-Dithiolane
1,3-Dithiole
1,3-Dithiolane
Oxazole
Benzoxazole
4,5-Dihydrooxazole
Isoxazole
4,5-Dihydroisoxazole
2,3-Dihydroisoxazole
Thiazole
Benzothiazole
Penam
Isothiazole
Imidazole
Benzimidazole
Imidazolidine
Pyrazole
Indazole
4,5-Dihydropyrazole
Pyrazolidine
1,2,3-, 1,2,4-, 1,3,4-Oxadiazole
1,2,5-Oxadiazole
1,2,3-Thiadiazole
1,2,4-Thiadiazole
1,2,3-Triazole
Benzotriazole
1,2,4-Triazole
Tetrazole
 
SIX-MEMBERED HETEROCYCLES
Pyrylium Ion
2H-Pyran
2H-Pyran-2-one
3,4-Dihydro-2H-pyran
Tetrahydropyran
2H-Chromene
2H-Chromen-2-one
1-Benzopyrylium Ion
4H-Pyran
4H-Pyran-4-one
4H-Chromene
4H-Chromen-4-one
Chroman
Pyridine
Pyridones
Quinoline
Isoquinoline
Quinolizinium Ion
Dibenzopyridines
Piperidine
Phosphabenzene
1,4-Dioxin, 1,4-Dithiin, 1,4-Oxathiin
1,4-Dioxane
Oxazines
Morpholine
1,3-Dioxane
1,3-Dithiane
Cepham
Pyridazine
Pyrimidine
Purine
Pyrazine
Piperazine
Pteridine
Benzodiazines
1,2,3-Triazine
1,2,4-Triazine
1,3,5-Triazine
1,2,4,5-Tetrazine
 
SEVEN-MEMBERED HETEROCYCLES
Oxepin
Thiepin
Azepine
Diazepines
 
LARGER RING HETEROCYCLES
Azocine
Heteronines and Larger-Membered Heterocycles
Tetrapyrroles
 
PROBLEMS AND THEIR SOLUTIONS

Theophil Eicher studied chemistry at the University of Heidelberg and obtaind his Ph.D. under Georg Wittig in 1960. After postdoctoral work at Columbia University, New York, in the laboratories of Ronald Breslow, he habilitated 1967 at the University of Würzburg under Siegfried Hünig. In 1974 he was appointed as Associate Professor at the University of Hamburg, in 1976 as Full Professor of Organic Chemistry at the University of Dortmund. Since 1982, he worked as Full Professor at the University of the Saarland, Saarbrücken, and was retired in 2000. Professor Eichers research interests concerned the synthetic chemistry of cyclopropenones and triafulvenes, as well as natural product synthesis in the field of bryophyte constituents. He is co-author of several books. Jointly with L. F. Tietze, he was awarded the literature prize of the "Fonds der chemischen Industrie". He is Dr. h. c. and Prof. a. h. of the Facultad de Quimica of the Universidad de la Republica, Montevideo/Uruguay.
 
Siegfried Hauptmann studied chemistry at the University of Leipzig. In 1958, he obtained his Ph.D. under Wilhelm Treibs, habilitated in the field of organic chemistry in 1961 and became Assistant Professor and later Full Professor at the University of Leipzig. He was retired in 1996. His research interests were centred predominantly to the field of synthetic organic chemistry and reaction mechanisms. Professor Hauptmann was author and co-author of several books and deceased in April, 2011.
 
Andreas Speicher studied chemistry at Saarland University, Saarbrücken. He obtained his Ph.D. in 1994 under Theophil Eicher and was honoured with the Eduard-Martin-Award of his University. He started his independent scientific career and completed habilitation in 2003 (Privatdozent). He is head of a research group and university lecturer for organic chemistry at the Saarland University and was appointed extraordinary professor in 2011. He is temporary holding a guest professorship at the University of Strasbourg/France since 2006 and is co-author of several books. His research interests are directed to synthesis and characterization of chemically and biologically relevant natural products, especially to axially chiral macrocyclic compounds.

Über den Autor

Theophil Eicher studied chemistry at the University of Heidelberg and obtaind his Ph.D. under Georg Wittig in 1960. After postdoctoral work at Columbia University, New York, in the laboratories of Ronald Breslow, he habilitated 1967 at the University of Würzburg under Siegfried Hünig. In 1974 he was appointed as Associate Professor at the University of Hamburg, in 1976 as Full Professor of Organic Chemistry at the University of Dortmund. Since 1982, he worked as Full Professor at the University of the Saarland, Saarbrücken, and was retired in 2000. Professor Eichers research interests concerned the synthetic chemistry of cyclopropenones and triafulvenes, as well as natural product synthesis in the field of bryophyte constituents. He is co-author of several books. Jointly with L. F. Tietze, he was awarded the literature prize of the "Fonds der chemischen Industrie". He is Dr. h. c. and Prof. a. h. of the Facultad de Quimica of the Universidad de la Republica, Montevideo/Uruguay.nnSiegfried Hauptmann studied chemistry at the University of Leipzig. In 1958, he obtained his Ph.D. under Wilhelm Treibs, habilitated in the field of organic chemistry in 1961 and became Assistant Professor and later Full Professor at the University of Leipzig. He was retired in 1996. His research interests were centred predominantly to the field of synthetic organic chemistry and reaction mechanisms. Professor Hauptmann was author and co-author of several books and deceased in April, 2011.nnAndreas Speicher studied chemistry at Saarland University, Saarbrücken. He obtained his Ph.D. in 1994 under Theophil Eicher and was honoured with the Eduard-Martin-Award of his University. He started his independent scientific career and completed habilitation in 2003 (Privatdozent). He is head of a research group and university lecturer for organic chemistry at the Saarland University and was appointed extraordinary professor in 2011. He is temporary holding a guest professorship at the University of Strasbourg/France since 2006 and is co-author of several books. His research interests are directed to synthesis and characterization of chemically and biologically relevant natural products, especially to axially chiral macrocyclic compounds.


Inhaltsverzeichnis

PREFACE TO THE THIRD EDITIONnnTHE STRUCTURE OF HETEROCYCLIC COMPOUNDSnnSYSTEMATIC NOMENCLATURE OF HETEROCYCLIC COMPOUNDSnHantzsch-Widman NomenclaturenReplacement NomenclaturenExamples of Systematic Nomenclature nImportant Heterocyclic Systems nnTHREE-MEMBERED HETEROCYCLES nOxirane nThiirane n2H-Azirine nAziridine nDioxirane nOxaziridine n3H-Diazirine nDiaziridine nnFOUR-MEMBERED HETEROCYLES nOxetane nThietane nAzete nAzetidine n1,2-Dioxetane n1,2-Dithiete n1,2-Dihydro-1,2-diazete n1,2-Diazetidine nnFIVE-MEMBERED HETEROCYCLESnFuran nBenzo[b]furan nIsobenzofuran nDibenzofuran nTetrahydrofuran nThiophenenBenzo[b]thiophene nBenzo[c]thiophene n5.9 2,5-Dihydrothiophene nThiolane nSelenophene nPyrrole nIndole nCarbazole nIsoindole nIndolizine nPyrrolidine nPhosphole n1,3-Dioxolane n1,2-Dithiole n1,2-Dithiolane n1,3-Dithiole n1,3-Dithiolane nOxazole nBenzoxazole n4,5-Dihydrooxazole nIsoxazolen4,5-Dihydroisoxazole n2,3-Dihydroisoxazole nThiazolenBenzothiazole nPenam nIsothiazole nImidazole nBenzimidazole nImidazolidine nPyrazole nIndazole n4,5-Dihydropyrazole nPyrazolidinen1,2,3-, 1,2,4-, 1,3,4-Oxadiazole n1,2,5-Oxadiazole n1,2,3-Thiadiazole n1,2,4-Thiadiazole n1,2,3-Triazole nBenzotriazole n1,2,4-Triazole nTetrazole nnSIX-MEMBERED HETEROCYCLES nPyrylium Ion n2H-Pyran n2H-Pyran-2-one n3,4-Dihydro-2H-pyran nTetrahydropyran n2H-Chromene n2H-Chromen-2-one n1-Benzopyrylium Ion n4H-Pyran n4H-Pyran-4-one n4H-Chromene n4H-Chromen-4-one nChroman nPyridine nPyridones nQuinoline nIsoquinoline nQuinolizinium IonnDibenzopyridinesnPiperidine nPhosphabenzene n1,4-Dioxin, 1,4-Dithiin, 1,4-Oxathiin n1,4-Dioxane nOxazines nMorpholine n1,3-Dioxane n1,3-Dithiane nCepham nPyridazine nPyrimidine nPurine nPyrazine nPiperazine nPteridine nBenzodiazines n1,2,3-Triazine n1,2,4-Triazine n1,3,5-Triazine n1,2,4,5-Tetrazine nnSEVEN-MEMBERED HETEROCYCLES nOxepin nThiepin nAzepine nDiazepines nnLARGER RING HETEROCYCLES nAzocine nHeteronines and Larger-Membered Heterocycles nTetrapyrrolesnnPROBLEMS AND THEIR SOLUTIONS n


Klappentext

Das klassische Lehrbuch wurde überarbeitet und aktualisiert; mehr als 40 Prozent des Inhalts ist neu! Beibehalten wurde das bewährte Ordnungsschema (nach der Ringgröße); neue Kapitel befassen sich mit kondensierten Heterocyclen und speziellen Fragen der Nomenklatur. Enthält knapp 1000 neu aufgenommene Literaturhinweise. nn



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