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Informationen zum Autor J. C. Simpson is the editor of Pyridazine and Pyrazine Rings: (Cinnolines, Phthalazines, and Quinoxalines) , Volume 5, published by Wiley. Klappentext The Chemistry of Heterocyclic Compounds , since its inception, has been recognized as a cornerstone of heterocyclic chemistry. Each volume attempts to discuss all aspects - properties, synthesis, reactions, physiological and industrial significance - of a specific ring system. To keep the series up-to-date, supplementary volumes covering the recent literature on each individual ring system have been published. Many ring systems (such as pyridines and oxazoles) are treated in distinct books, each consisting of separate volumes or parts dealing with different individual topics. With all authors are recognized authorities, the Chemistry of Heterocyclic Chemistry is considered worldwide as the indispensable resource for organic, bioorganic, and medicinal chemists. Inhaltsverzeichnis Preface ix Part I. Ginnolines I. General Introduction to Cinnoline Derivatives. Preparation and Properties of Cinnoline 3 1. General Introduction to Cinnoline Derivatives 3 2. Preparation and Properties of Cinnoline 4 II. 4-Aryl-, 4-Acyl-, and 4-Carboxycinnolines 6 1. 4-Arylcinnolines 6 2. 4-Acylcinnolines 11 3. 4-Carboxycinnolines (Cinnoline-4-carboxylic Acids) 11 III. 4-Methylcinnolines 13 IV. 4-Hydroxycinnolines 16 1. Methods of Preparation 16 A. Richter Synthesis 16 B. Pfannstiel and Janecke Synthesis 17 C. Borsche Synthesis 17 2. Properties 23 A. 4-Hydroxycinnolines Other Than 4-IIydroxycinnoiine-3-carboxylic Acids 23 B. 4-Hydroxycinnoline-3-carboxylic Acids 24 V. 4-Chloro-, 4-Alkoxy-, and 4-Phenoxycinnolines 29 1. 4-ChlorocinnoIines 29 2. 4-Alkoxycinnolines 31 3. 4-Phenoxvcinnolines 32 VI. 4-Aminocinnolines 35 1. Primary Amino Compounds 35 2. Secondary Amino Compounds 36 A. 4-Arylaminocinnolines 36 B. 4-Dialkylaminoalkylaminocinnolines 36 C. 4-Hydroxylamino-7-acetylcinnolineoxime 38 VII. Cinnoline Quaternary Salts 39 A. Preparation 39 B. Structure 39 C. Reactions 43 VIII. Reduced Cinnolines 46 1. Reduced Cinnolines with Nonoxvgenated Rings 46 A. Dihydrocinnolines 46 B. Tetrahydrocinnolines 47 C. Hexahydrocinnolines 48 2. Reduced Cinnolines with Oxygenated Rings 48 A. Reduced 3- and 4-Hydroxycinnolines 48 B. l-Methyl-4-keto-l,4-dihydrocinnolines 48 C. Methyl 4-Keto-4,6-dihydrocinnolyl-6-nitronates 49 D. 3-Acetoxy-2-aryl-6-keto-2,6-dihydrocinnolines 49 E. 2-Pbenyl-3-keto-4-hydroxy-2,3,5,6,7,8-hexahydrocinnoline 51 IX. Cinnolines Containing Additional Fused Rings 52 1. 3,4-Benzocinnolines 52 2. Tetrahydro-3,4-benzocinnolines 57 3. Other Cinnolines with Additional Aromatic Rings 57 4. Cinnolines Containing Bridged Rings 61 5. Cinnolines Containing Fused Heterocyclic Rings 62 Part II. Phthalazines X. Phthalazines Unsubstituted in the Hetero Ring 69 1. Phthalazine 69 2. 5,6-Dihydroxy phthalazine 71 XI. 1-Alkyi-, 1-Aryl-, and 1,4-Diaryiphthalazlnes 72 1. 1-AIkyl- and 1-Arvlphthalazines 72 2. 1,4-Diarylphthalazines 76 XII. 1-Hydroxyphthalazines 78 A. Preparation 78 B. Properties 78 XIII. Alkyl, Aryl, and Acyl Derivatives of 4-(l-)Hydroxyphthalazines 84 1. O -Derivatives 84 2. N -Derivatives (3-Substituted-4-keto-3,4-dihydrophthalazines)... 85 A. Compounds without a l-Substituent; 3-Aryl-, 3-Alkyl-, and 3-Aralkyl-4-keto-3,4-dihydrophthalazines 85 B. Compounds with a l-Su...
