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Intramolecular carbon-carbon bond forming reactions at the anode

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Electrochemistry VI Electroorganic Synthesis: Bond Formation at Anode and Cathode

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 185))

Abstract

Oxidative cyclization reactions offer a unique opportunity both for generating new carbon-carbon bonds and for gaining insight into the mechanisms that govern a variety of radical, radical cation, and cation intermediates. This review surveys recent developments in the use of electrochemistry as a tool for initiating these intriguing reactions. The transformations examined range from fragmentation reactions resulting in radical cyclization pathways to radical cation-based cycloaddition reactions resulting in the formation of two or more bonds. The products generated range from simple five-, six-, and seven-membered rings to complex bridged and fused polycyclic ring skeletons. Many of the cyclic products obtained either retain the functionality used to initiate their formation or have a higher level of functionality than that found in the starting material. The degree of functionality in the products would appear to make them ideal candidates for further synthetic development.

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  1. Department of Chemistry, Washington University, 63130, St. Louis, MO, USA

    Kevin D. Moeller

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E. Steckhan

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Moeller, K.D. (1997). Intramolecular carbon-carbon bond forming reactions at the anode. In: Steckhan, E. (eds) Electrochemistry VI Electroorganic Synthesis: Bond Formation at Anode and Cathode. Topics in Current Chemistry, vol 185. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-61454-0_70

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  • DOI: https://doi.org/10.1007/3-540-61454-0_70

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