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DOI: 10.1055/s-1977-24283
Die präparative Chemie der O- und N-funktionellen Orthokohlensäure-Derivate
Publication History
Publication Date:
12 September 2002 (online)
The methods for the preparation of O- and N-functional orthocarbonic acid derivatives are reviewed, and a survey of the reactions of these compounds with electrophilic and nucleophilic reagents is given. 1. Synthesis of Orthocarbonic Acid Esters 1.1 Reaction of Substituted Trichloromethanes with Alcohols, Alkoxides, Phenols, or Phenoxides 1.2. Reaction of Substituted Dichloromethanes with Alcohols or Phenols 1.3. Reaction of Trialkoxycarbenium Salts with Alkoxides 1.4. Reaction of Cyanic Acid Esters with Alcohols 1.5. Thermolysis of Cyclic Carbonic Acid Derivatives 1.6. Reaction of Carbon Disulfide with Thallium(I) Alkoxides 1.7. Reaction of Carbon Disulfide with Organotin Compounds 1.8. Reaction of Zinc Xanthates with Alcohols 1.9. Transesterification of Orthocarbonic Acid Esters 2. Synthesis of Orthocarbamic Acid Esters 2.1. Reaction of Trihetero-substituted Carbenium Ions with Alkoxides 2.2. Alcoholysis of Tetramethylurea Diethyl Acetal 2.3. Transesterification of Orthocarbamic Acid Esters 2.4. Spirocyclic Orthocarbamic Acid Esters from Organotin Compounds 3. Synthesis of Bis[dialkylamino]-dialkoxymethanes (Tetraalkylurea Dialkyl Acetals) 3.1. Reaction of Bis[dialkylamino]-ethoxycarbenium Tetrafluoroborates with Alkoxides 3.2. Reaction of Tetraalkylurea Dichlorides (Chloroformamidinium Chlorides) with Alcohols or Alkoxides 3.3. Reaction of 2,2-Dichloro-1,3-benzodioxole with Amines 3.4. Spirocyclic Urea Acetals from Organotin Compounds 4. Synthesis of Alkoxytris[dialkylamino]methanes 5. Synthesis of Tetrakis[dialkylamino]methanes 6. Reactions of O- and N-Functional Orthocarbonic Acid Derivatives 6.1. Reactions with Electrophilic Agents 6.2. Reactions with Nucleophilic Agents 6.3. Miscellaneous Reactions of Orthocarbonic Acid Derivatives