Heterocyclic mesomeric betaines and mesoionic compounds /

Detalles Bibliográficos
Clasificación:Libro Electrónico
Otros Autores: Ramsden, Christopher A.
Formato: eBook
Idioma:Inglés
Publicado: Cambridge, MA: Academic Press, 2022.
Colección:Advances in Heterocyclic Chemistry ; volume 137
Temas:
Betaine.
Heterocyclic chemistry.
Heterocyclic compounds.
Betaine
Heterocyclic Compounds
B�eta�ine.
Chimie des compos�es h�et�erocycliques.
Compos�es h�et�erocycliques.
Heterocyclic chemistry
Heterocyclic compounds
Acceso en línea:Texto completo
Tabla de Contenidos:
  • 3.1.2.3. Gold-catalyzed cyclization of propargyl-benzotriazoles
  • 3.2. Reactivity of monobenzo-fused 1,3a,6a-triazapentalenes
  • 3.2.1. Cycloaddition reactions
  • 3.2.2. Ring-opening reactions
  • 3.2.3. Oxidative ring-opening reactions
  • 4. Dibenzo-fused 1,3a,6a-triazapentalenes
  • 4.1. Synthesis of dibenzo-fused 1,3a,6a-triazapentalenes
  • 4.2. Reactivity of dibenzo-fused 1,3a,6a-triazapentalenes
  • 4.2.1. Electrophilic substitutions
  • 4.2.2. Cycloaddition reactions
  • 5. Heteroaryl-fused 1,3a,6a-triazapentalenes
  • 5.1. Synthesis of heteroaryl-fused 1,3a,6a-triazapentalenes
  • 5.1.1. Nitrene-mediated cyclizations
  • 5.1.2. Oxidative intramolecular N-N bond formation
  • 5.2. Reactivity of heteroaryl-fused 1,3a,6a-triazapentalenes
  • 5.2.1. Oxidative ring-opening reactions
  • 5.2.2. Cycloaddition reactions
  • 5.2.3. Suzuki reactions
  • 5.3. Applications of heteroaryl-fused 1,3a,6a-triazapentalenes
  • 6. Miscellaneous products having nonconjugated 1,3a,6a-triazapentalene structures
  • 7. Conclusions
  • References
  • Chapter Three: Type A mesoionic compounds (1980-2020)
  • 1. Introduction
  • 2. Type A and type B mesoionic heterocycles
  • 3. The relationship of mesoionic heterocycles to other heterocyclic mesomeric betaines (HMBs)
  • 3.1. Structural properties common to all HMBs
  • 3.2. The different types of heterocyclic mesomeric betaine (HMB)
  • 4. Type A mesoionic systems-An overview
  • 4.1. Known mesoionic systems of type A
  • 4.2. Structural aspects of type A mesoionic rings
  • 4.3. The aromaticity of type A mesoionic rings
  • 4.4. General modes of reaction of type A mesoionic rings
  • 4.4.1. 1,3-Dipolar cycloadditions
  • 4.4.2. N-Heterocyclic carbene formation
  • 4.4.2.1. Equilibration with NHC tautomers
  • 4.4.2.2. Formation of anionic NHCs
  • 4.4.3. Valence tautomerism
  • 4.4.4. Rearrangements.
  • 5. The chemistry of type A mesoionic compounds
  • 5.1. Dioxoles
  • 5.1.1. 1,3-Dioxol-4-ones (1,3-dioxolium-4-olates) (64)
  • 5.2. Oxazoles
  • 5.2.1. 1,3-Oxazol-4-ones (1,3-oxazolium-4-olates) (75)
  • 5.2.1.1. Preparation
  • 5.2.1.2. Cycloadditions
  • 5.2.1.2.1. Alkene [2+3]-cycloadditions
  • 5.2.1.2.2. Alkyne [2+3]-cycloadditions
  • 5.2.1.2.3. Aldehyde [2+3]-cycloadditions
  • 5.2.1.2.4. Imine [2+3]-cycloadditions
  • 5.2.1.2.5. [4+3]-Cycloadditions
  • 5.2.1.3. Reaction with nucleophiles
  • 5.2.2. 1,3-Oxazol-4-imines (1,3-oxazolium-4-aminides) (97)
  • 5.2.3. 1,3-Oxazol-4-thiones (1,3-oxazolium-4-thiolates) (98)
  • 5.2.4. 1,3-Oxazol-5-ones (1,3-oxazolium-5-olates) (100)
  • 5.2.4.1. Preparation
  • 5.2.4.2. Cycloadditions
  • 5.2.4.2.1. Alkene [2+3]-cycloadditions
  • 5.2.4.2.2. Alkyne [2+3]-cycloadditions
  • 5.2.4.2.3. Imine [2+3]-cycloadditions
  • 5.2.4.2.4. Diazene [2+3]-cycloadditions
  • 5.2.4.2.5. Other cycloadditions
  • 5.2.4.2.6. Reaction with nucleophiles
  • 5.2.5. 1,3-Oxazol-5-imines (1,3-oxazolium-5-aminides) (141)
  • 5.3. Oxathioles
  • 5.3.1. 1,3-Oxathiol-4-ones (1,3-oxathiolium-4-olates) (148)
  • 5.3.2. 1,3-Oxathiol-4-thiones (1,3-oxathiolium-4-thiolates) (156)
  • 5.3.3. 1,3-Oxathiol-5-ones (1,3-oxathiolium-5-olates) (159)
  • 5.4. Diazoles
  • 5.4.1. 1,3-Diazol-4-ones (1,3-diazolium-4-olates) (164)
  • 5.4.1.1. Preparation
  • 5.4.1.2. Cycloadditions
  • 5.4.1.2.1. [2+3]-cycloadditions
  • 5.4.1.2.2. Other cycloadditions
  • 5.4.1.3. Carbene formation
  • 5.4.1.4. Computational studies
  • 5.4.2. 1,3-Diazol-4-imines (1,3-diazolium-4-aminides) (183)
  • 5.4.3. 1,3-Diazol-4-thiones (1,3-diazolium-4-thiolates) (188)
  • 5.4.4. 1,3-Diazol-4-enes (1,3-diazolium-4-methylides) (191)
  • 5.4.5. 1,3-Diazol-4-selones (1,3-diazolium-4-selenides) (198)
  • 5.4.6. 1,3-Diazol-4-phosphimines (1,3-diazolium-4-phosphamidates) (200)
  • 5.5. Thiazoles.
  • 5.5.1. 1,3-Thiazol-4-ones (1,3-thiazolium-4-olates) (201)
  • 5.5.1.1. Preparation
  • 5.5.1.2. Cycloadditions
  • 5.5.1.2.1. Alkene [2+3]-cycloadditions
  • 5.5.1.2.2. Alkyne [2+3]-cycloadditions
  • 5.5.1.2.3. Aldehyde [2+3]-cycloadditions
  • 5.5.1.2.4. Diazene [2+3]-cycloadditions
  • 5.5.1.2.5. Other cycloadditions
  • 5.5.1.3. Tautomerism
  • 5.5.1.4. Photochemistry
  • 5.5.2. 1,3-Thiazol-4-imines (1,3-thiazolium-4-aminides) (230)
  • 5.5.3. 1,3-Thiazol-4-thiones (1,3-thiazolium-4-thiolates) (234)
  • 5.5.4. 1,3-Thiazol-5-ones (1,3-thiazolium-5-olates) (246)
  • 5.5.5. 1,3-Thiazol-5-imines (1,3-thiazolium-5-aminides) (248)
  • 5.5.6. 1,3-Thiazol-5-thiones (1,3-thiazolium-5-thiolates) (251)
  • 5.5.7. 1,3-Thiazol-5-enes (1,3-thiazolium-5-methylides) (254)
  • 5.6. Selenazoles
  • 5.6.1. 1,3-Selenazol-4-ones (1,3-selenazolium-4-olates) (257)
  • 5.7. Dithioles
  • 5.7.1. 1,3-Dithiol-4-ones (1,3-dithiolium-4-olates) (261)
  • 5.7.2. 1,3-Dithiol-4-imines (1,3-dithiolium-4-aminides) (266)
  • 5.7.3. 1,3-Dithiol-4-thiones (1,3-dithiolium-4-thiolates) (268)
  • 5.7.4. 1,3-Dithiol-4-enes (1,3-dithiolium-4-methylides) (274)
  • 5.8. Oxadiazoles
  • 5.8.1. 1,3,4-Oxadiazol-2-ones (1,3,4-oxadiazolium-2-olates) (276)
  • 5.8.2. 1,3,4-Oxadiazol-2-imines (1,3,4-oxadiazolium-2-aminides) (281)
  • 5.8.3. 1,3,4-Oxadiazol-2-thiones (1,3,4-oxadiazolium-2-thiolates) (288)
  • 5.8.4. 1,3,4-Oxadiazol-2-enes (1,3,4-oxadiazolium-2-methylides) (290)
  • 5.8.5. 1,2,3-Oxadiazol-5-ones (1,2,3-oxadiazolium-5-olates) (291)
  • 5.8.6. 1,2,3-Oxadiazol-5-ones (1,2,3-oxadiazolium-5-olates) (292)
  • 5.8.7. 1,2,3-Oxadiazol-5-thiones (1,2,3-oxadiazolium-5-thiolates) (294)
  • 5.8.8. 1,2,3-Oxadiazol-5-enes (1,2,3-oxadiazolium-5-methylides) (295)
  • 5.9. Oxathiazoles
  • 5.9.1. 1,3,2-Oxathiazol-5-ones (1,3,2-oxathiazolium-5-olates) (296)
  • 5.10. Triazoles.
  • 5.10.1. 1,2,3-Triazol-4-ones (1,2,3-triazolium-4-olates) (309)
  • 5.10.2. 1,2,3-Triazol-4-imines (1,2,3-triazolium-4-aminides) (320)
  • 5.10.3. 1,2,3-Triazol-4-thiones (1,2,3-triazolium-4-thiolates) (325)
  • 5.10.4. 1,2,3-Triazol-4-enes (1,2,3-triazolium-4-methylides) (328)
  • 5.10.5. 1,2,3-Triazol-4-selones (1,2,3-triazolium-4-selenolates) (330)
  • 5.10.6. 1,2,4-Triazol-3-ones (1,2,4-triazolium-3-olates) (332)
  • 5.10.7. 1,2,4-Triazol-3-imines (1,2,4-triazolium-3-aminides) (340)
  • 5.10.7.1. Preparation
  • 5.10.7.2. Reactions of nitron and related species
  • 5.10.7.3. Applications
  • 5.10.8. 1,2,4-Triazol-3-thiones (1,2,4-triazolium-3-thiolates) (353)
  • 5.10.9. 1,2,4-Triazol-3-enes (1,2,4-triazolium-3-methylides) (359)
  • 5.10.10. 1,2,4-Triazol-3-selones (1,2,4-triazolium-3-selenolates) (360)
  • 5.11. Thiadiazoles
  • 5.11.1. 1,2,3-Thiadiazol-4-ones (1,2,3-thiadiazolium-4-olates) (361)
  • 5.11.2. 1,2,3-Thiadiazol-4-imines (1,2,3-thiadiazolium-4-aminides) (363)
  • 5.11.3. 1,2,3-Thiadiazol-4-thiones (1,2,3-thiadiazolium-4-thiolates) (364)
  • 5.11.4. 1,2,3-Thiadiazol-5-ones (1,2,3-thiadiazolium-5-olates) (365)
  • 5.11.5. 1,2,3-Thiadiazol-5-imines (1,2,3-thiadiazolium-5-aminides) (366)
  • 5.11.6. 1,2,3-Thiadiazol-5-thiones (1,2,3-thiadiazolium-5-thiolates) (367)
  • 5.11.7. 1,2,3-Thiadiazol-5-enes (1,2,3-thiadiazolium-5-methylides) (368)
  • 5.11.8. 1,2,4-Thiadiazol-3-ones (1,2,3-thiadiazolium-3-olates) (369)
  • 5.11.9. 1,2,4-Thiadiazol-3-imines (1,2,3-thiadiazolium-3-aminides) (370)
  • 5.11.10. 1,3,4-Thiadiazol-2-ones (1,3,4-thiadiazolium-2-olates) (371)
  • 5.11.11. 1,3,4-Thiadiazol-2-imines (1,3,4-thiadiazolium-2-aminides) (372)
  • 5.11.12. 1,3,4-Thiadiazol-2-thiones (1,3,4-thiadiazolium-2-thiolates) (378)
  • 5.11.13. 1,3,4-Thiadiazol-5-enes (1,3,4-thiadiazolium-5-methylides (385)
  • 5.12. Dithiazoles.

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