12 Electrochemical C—C Bond Formation through Cross-Dehydrogenative Coupling
Book
Editor: Maiti, D.
Title: Cross-Dehydrogenative Coupling
Print ISBN: 9783132455245; Online ISBN: 9783132455269; Book DOI: 10.1055/b000000640
1st edition © 2023. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry
Science of Synthesis Reference Libraries
Parent publication
Title: Science of Synthesis
DOI: 10.1055/b-00000101
Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.
Type: Multivolume Edition
Abstract
Cross-dehydrogenative coupling is a challenging strategy that continues to evolve, as it avoids the typical requirements of prefunctionalization of substrates for C—C coupling transformations. Electrooxidation can be applied in dehydrogenative processes as a replacement for redox reagents, thereby making the protocol greener and more sustainable. In this review, recent developments in electrochemical dehydrogenative couplings for the construction of C—C bonds are summarized. There is a particular focus on the functionalization of C(sp2) and C(sp3) positions to access heterocyclic scaffolds, conjugated systems, and annulated frameworks.
Key words
cross-dehydrogenative coupling - electrochemical - electrosynthesis - C—C bond formation - sustainable processes - heterocycles - annulation- 8 Malapit CA, Prater MB, Cabrera-Pardo JR, Li M, Pham TD, McFadden TP, Blank S, Minteer SD. Chem. Rev. 2022; 122: 3180
- 33 de Kruijff GHM, Goschler T, Beiser N, Stenglein A, Türk OM, Waldvogel SR. Green Chem. 2019; 21: 4815
- 38 Liu X, Cai T.-C, Guo D, Wang B.-B, Ying S, Wang H, Tang S, Shen Q, Gui Q.-W. Tetrahedron Lett. 2021; 70: 153021
- 41 Mei R, Yang C, Xiong F, Mao M, Li H, Sun J, Zou L, Ma W, Ackermann L. Adv. Synth. Catal. 2021; 363: 1120