Journal ArticleDOI
Expedient Access to Cyanated N-Heterocycles by Direct Flow-Electrochemical C(sp2 )-H Activation.
Mary-Ambre Carvalho,Demin Samuël Dominique,Carolina Martinez-Lamenca,Fedor Romanov-Michailidis,Kevin Lam,Frederik J. R. Rombouts,Morgan Lecomte +6 more
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TLDR
In this article, an effective, sustainable, and scalable procedure for the direct C(sp2)-H cyanation of aromatic N-heterocycles with a user-friendly flow-electrochemical set-up is presented.Abstract:
Nitriles are recurring motifs in bioactive molecules and versatile functional groups in synthetic chemistry. Despite recent progress, direct introduction of a nitrile moiety in heteroarenes remains challenging. Recent developments in electrochemical reactions pave the way to more practical cyanation protocols. However, currently available methods typically require hazardous cyanide sources, expensive mediators, and often suffer from narrow substrate scope and laborious reaction set-up. To address the limitations of current synthetic methods, we report here an effective, sustainable, and scalable procedure for the direct C(sp2)-H cyanation of aromatic N-heterocycles with a user-friendly flow-electrochemical set-up. Furthermore, high substrate and functional group tolerance is demonstrated, allowing for late-stage functionalization of drug-like scaffolds such as natural products and pharmaceuticals.read more
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Synthetic Organic Electrochemical Methods Since 2000: On the Verge of a Renaissance
TL;DR: This review discusses advances in synthetic organic electrochemistry since 2000 with enabling methods and synthetic applications analyzed alongside innate advantages as well as future challenges of electroorganic chemistry.
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Nitrile-Containing Pharmaceuticals: Efficacious Roles of the Nitrile Pharmacophore
TL;DR: This research presents a novel, scalable, and scalable approaches that can be applied to the rapidly changing and rapidly changing environment of drug discovery and development.
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TL;DR: This Review surveys recent developments in electrochemical synthesis that will influence the future of this area and examines the role of stoichiometric reagents in this area.
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Use of Electrochemistry in the Synthesis of Heterocyclic Structures.
TL;DR: This review examines the advance in relation to the electrochemical construction of heterocyclic compounds published since 2000 via intra- and intermolecular cyclization reactions.
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Co(III)-Catalyzed C–H Activation/Formal SN-Type Reactions: Selective and Efficient Cyanation, Halogenation, and Allylation
TL;DR: The first cobalt-catalyzed cyanation, halogenation, and allylation via C-H activation have been realized using a bench-stable Co(III) catalyst, resulting in high regio- and mono-selectivity.