A Simple One-Pot Oxidation Protocol for the Synthesis of Dehydrohedione from Hedione

Autor: James S. Sharley, Guido Gambacorta, Ana María Collado Pérez, Estela Espinos Ferri, Amadeo Fernandez Miranda, Isabelle Fernández Fernández, Jorge Sanchez Quesada, Ian R. Baxendale
Rok vydání: 2022
Předmět:
Zdroj: Tetrahedron, 2022, Vol.126, pp.133068 [Peer Reviewed Journal]
ISSN: 1556-5068
DOI: 10.2139/ssrn.4187023
Popis: A new method for the oxidation of Hedione 1 to dehydrohedione 2, a high value intermediate in the flavour and fragrance industry, has developed based upon one pot α-chlorination-elimination sequence which can be readily scaled. The spontaneous elimination of the α-chloro in methanol was unprecedented and has allowed for the oxidation, typically performed in multiple steps/reactions, to be carried out as a one-pot protocol. A continuous flow process for performing the reaction utilising sulfuryl chloride has also demonstrated allowing for steady, safe evolution of SO2 gas during the reaction.
Databáze: OpenAIRE