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Water as efficient medium for mild decarbonylation of tertiary aldehydes

✍ Scribed by Catarina A.B. Rodrigues; Marta Norton de Matos; Bruno M.H. Guerreiro; Ana M.L. Gonçalves; Carlos C. Romão; Carlos A.M. Afonso

Book ID: 104099029
Publisher: Elsevier Science
Year: 2011
Tongue: French
Weight: 542 KB
Volume: 52
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2011.03.012

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✦ Synopsis

Decarbonylation of the tertiary aldehydes 4-ethyl-4-formyl-hexanenitrile (2) and 2-methyl-2-phenylpropanal (4) promoted by dioxygen occurs at room temperature only if suspended in water probably via the sequential acyl radical-CO liberation-tertiary radical that is promoted by an 'on water' process originating preferentially from the corresponding tertiary hydroperoxide.

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