Copper-Catalyzed Alkoxycarbonylation of Alkyl Iodides for the Synthesis of Aliphatic Esters: Hydrogen Makes the Difference

A copper-catalyzed alkoxycarbonylation transformation of unactivated alkyl iodides has been developed. Various alkyl iodides can be converted into the corresponding tert-butyl esters in good yields. (NaOBu)-Bu-t acts as both a nucleophile and a base. Moreover, other types of aliphatic esters can also be obtained in moderated yields if extra alcohols are added. Both primary and secondary alkyl alcohols can react successfully.

Automated summary

A copper-catalyzed alkoxycarbonylation transformation of unactivated alkyl iodides has been developed to produce tert-butyl esters in good yields. Other types of aliphatic esters can also be obtained in moderated yields with the addition of extra alcohols. Both primary and secondary alkyl alcohols can react successfully in this reaction.