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

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...

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Autores principales:	Bortolami Martina, Chiarotto Isabella, Mattiello Leonardo, Petrucci Rita, Rocco Daniele, Vetica Fabrizio, Feroci Marta
Formato:	article
Lenguaje:	EN
Publicado:	De Gruyter 2021
Materias:	cathodic reduction anodic oxidation azetidin-2-ones electroorganic synthesis electrogenerated base Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/11b63b5896e342d99f5f34f9810f17d8
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spelling	oai:doaj.org-article:11b63b5896e342d99f5f34f9810f17d82021-12-05T14:10:50ZOrganic electrochemistry: Synthesis and functionalization of β-lactams in the twenty-first century2191-019710.1515/hc-2020-0121https://doaj.org/article/11b63b5896e342d99f5f34f9810f17d82021-04-01T00:00:00Zhttps://doi.org/10.1515/hc-2020-0121https://doaj.org/toc/2191-0197Organic 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.Bortolami MartinaChiarotto IsabellaMattiello LeonardoPetrucci RitaRocco DanieleVetica FabrizioFeroci MartaDe Gruyterarticlecathodic reductionanodic oxidationazetidin-2-oneselectroorganic synthesiselectrogenerated baseOrganic chemistryQD241-441ENHeterocyclic Communications, Vol 27, Iss 1, Pp 32-44 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	cathodic reduction anodic oxidation azetidin-2-ones electroorganic synthesis electrogenerated base Organic chemistry QD241-441
spellingShingle	cathodic reduction anodic oxidation azetidin-2-ones electroorganic synthesis electrogenerated base Organic chemistry QD241-441 Bortolami Martina Chiarotto Isabella Mattiello Leonardo Petrucci Rita Rocco Daniele Vetica Fabrizio Feroci Marta Organic electrochemistry: Synthesis and functionalization of β-lactams in the twenty-first century
description	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.
format	article
author	Bortolami Martina Chiarotto Isabella Mattiello Leonardo Petrucci Rita Rocco Daniele Vetica Fabrizio Feroci Marta
author_facet	Bortolami Martina Chiarotto Isabella Mattiello Leonardo Petrucci Rita Rocco Daniele Vetica Fabrizio Feroci Marta
author_sort	Bortolami Martina
title	Organic electrochemistry: Synthesis and functionalization of β-lactams in the twenty-first century
title_short	Organic electrochemistry: Synthesis and functionalization of β-lactams in the twenty-first century
title_full	Organic electrochemistry: Synthesis and functionalization of β-lactams in the twenty-first century
title_fullStr	Organic electrochemistry: Synthesis and functionalization of β-lactams in the twenty-first century
title_full_unstemmed	Organic electrochemistry: Synthesis and functionalization of β-lactams in the twenty-first century
title_sort	organic electrochemistry: synthesis and functionalization of β-lactams in the twenty-first century
publisher	De Gruyter
publishDate	2021
url	https://doaj.org/article/11b63b5896e342d99f5f34f9810f17d8
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Organic electrochemistry: Synthesis and functionalization of β-lactams in the twenty-first century

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