Browsing by Author "Pereira, Leonor Filipa Morgado"
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- New photochemical cross coupling reactions to prepare carboxylic anhydrides from aldehydes and alcoholsPublication . Pereira, Leonor Filipa Morgado; De Luca, Lidia; Góis, Pedro M. P.Anhydrides are important organic compounds, applied in pharmaceutical sciences to a number of processes during drug production and synthesis of peptides. Furthermore, these compounds have been displaying an increasing interest and applicability in the development of new drug delivery systems. Thus, it is important to find an effective method for the synthesis of anhydrides, that is both green and economic. In this work, a metal-free oxidative cross-coupling process for the synthesis of anhydrides from aldehydes or benzylic alcohols is presented. The aldehydes or alcohols were oxidized in situ into their corresponding acyl chlorides, using the sun light as an activator. The acyl chloride was then reacted with the corresponding carboxylic acid, in the presence of triethylamine to give the desired anhydride. All reagents applied in this method are green and readily available and are used in an optimal stoichiometric ratio. Using aldehydes, it was possible to obtain a number of aromatic and aliphatic symmetric anhydrides, in good yields. Regarding the use of alcohols, this study focused on determining the optimal reaction conditions and afterwards it was possible to obtain one product in good yield. The method has a general applicability, being a selective, economical and green alternative for the synthesis of anhydrides.