The system as mild and safe carboxylating reagent synthesis of organic carbonates

✍ Scribed by Maria Antionietta Casadei; Stefania Cesa; Marta Feroci; Achille Inesi; Leucio Rossi; Franco Mecheletti Moracci

• Book ID: 104207359
• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 692 KB
• Volume: 53
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(96)00960-x

✦ Synopsis

The 07,;/CO2 system, originating from electrochemical one-electron reduction of dioxygen in dip&r aprotic solvents and in the presence of CO;?, converts primary and secondary alcohols bearing a leaving group at a or B position into the corresponding cyclic carbonates in high to excellent yields. Unsubstituted alcohols are also converted, but in unsatisfactory yields, into the corresponding alkyl ethyl carbonates after completion of the reaction by addition of Ett. Tertiary alcohols and phenols are stable to the reagent, thus allowing selcctivc carboxylation of polyhydroxy derivatives. CH-acid containing compounds undergo different reactions, if any, with the rcagcnt but in the casts under study the formation of carboxylation products has never been obscrvcd.