Electrosynthesis of Flavanones via oxa-Michael Addition Using Sacrificial Electrodes

Author(s)

Santos, William A. B. ; de Castro, Pedro P. ; Xavier, Fernando R. ; Braga, Antonio L. ; Martins, Guilherme M. ; Mendes, Samuel R.

• Document type: Journal article
• Source: SYNTHESIS-STUTTGART; v. N/A, p. 8-pg., 2023-03-22.

Abstract

An electrochemical synthesis of flavanones via oxa-Michael addition using silver electrode as a sacrifice is reported. This electrosynthetic system showed good yields, broad substrate scope, and good functional group tolerance. Additionally, the method proved to be applicable on a gram-scale. Several studies were carried out to elucidate the reaction mechanism, such as control reactions, cyclic voltammetry, and theoretical studies, allowing the proposal of a plausible pathway for this transformation. (AU)

• FAPESP's process: 22/00074-3 - Regioselective fluorination of N-heterocycles using electrosynthesis and continuous flow conditions
• Grantee: Guilherme Ariel Machado Martins
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 21/13924-2 - Development of novel continuous flow approaches towards the preparation of pharmaceuticals: Axitinib, Lacosamide, Pioglitazone and Rosiglitazone
• Grantee: Pedro Pôssa de Castro
• Support Opportunities: Scholarships in Brazil - Post-Doctoral