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Intramolecular homolytic displacements. 30. Functional decarbonylative transformations of aldehydes via homolytically
Degueil-Castaing1, Moutet, Maillard
1Laboratoire de Chimie Organique et Organometallique, associe au CNRS UMR 5802, Universite Bordeaux 1, F-33405 Talence-Cedex, France.
The Journal of Organic Chemistry
|June 24, 2000
Abstract:
Homolytically induced decompositions of unsaturated peroxyacetals, synthesized from aldehydes, gave alkoxyalkoxyl radicals that yielded alkyl radicals by rapid beta-scission. The latter radicals could react with several types of "transfer agents" to smoothly bring about homolytic decarbonylative functional group transformations of aldehydes into halides, hydrocarbons, xanthates, alkanenitriles, 2-alkyl-3-chloromaleic anhydrides, 1-phenylalk-1-ynes, and ethyl 2-alkylpropenoates.