Organic electrochemistry: Synthesis and functionalization of β-lactams in the twenty-first century

Autor: Bortolami Martina, Chiarotto Isabella, Mattiello Leonardo, Petrucci Rita, Rocco Daniele, Vetica Fabrizio, Feroci Marta
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Heterocyclic Communications, Vol 27, Iss 1, Pp 32-44 (2021)
Druh dokumentu: article
ISSN: 2191-0197
DOI: 10.1515/hc-2020-0121
Popis: Organic electrochemistry is a technique that allows for the heterogeneous redox reactions avoiding both the use of stoichiometric amounts of redox reagents and the resulting formation of stoichiometric by-products. In fact, the redox reagent in these reactions is the electron, which is naturally eco-friendly and produces no side compounds. It is therefore quite obvious that electrochemistry can be classified as a “green” technology. The use of this methodology in the synthesis of β-lactams is not a novelty, but the growing interest in this class of biologically active compounds, due to the discovery of new fields of application (after a moment of decrease in interest due to antibiotic resistance) has been a stimulus for the search for more efficient electrochemical ways to synthesize and transform β-lactams. Thus, this review deals with the twenty-first-century applications of electroorganic technique to the chemistry of β-lactams, by analyzing first the syntheses classified by the type of reactions (cyclization, cycloaddition, etc.) and then by manipulating the β-lactam structure, using it as a synthon. Lastly, the importance of this technique is demonstrated by a study of a pilot plant scale reduction of a cephalosporanic acid derivative to a commercially important antibiotic.
Databáze: Directory of Open Access Journals