4.5 Article

Bidirectional Access to Radical Cation Diels-Alder Reactions by Electrocatalysis

Journal

CHEMELECTROCHEM
Volume 4, Issue 8, Pages 1852-1855

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/celc.201700286

Keywords

cyclic voltammetry; Diels-Alder reactions; electrocatalysis; silica gel-supported substrate; umpolung

Funding

  1. JSPS KAKENHI [15H04494, 16H06193]
  2. Grants-in-Aid for Scientific Research [15H04494, 16H06193, 17K19222, 17K19221] Funding Source: KAKEN

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Umpolung is a classic and central concept in synthesis that produces a reversal of the normal reactivity of the molecules under study. The most straightforward method for umpolung involves an electron transfer reaction. The present study describes bidirectional access to radical cation Diels-Alder reactions by electrocatalysis. The radical cation either of transanethole or 9-methylanthracene could trigger the reaction, which was confirmed unambiguously through the use of silica-gel-supported substrates.

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