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Wagner-Jauregg reactionThe Wagner-Jauregg reaction is a classic organic reaction in organic chemistry (named after its inventors) describing the Diels-Alder reaction of 2 equivalents of maleic anhydride with a 1,1-diarylethylene. After aromatization of the bis-adduct the ultimate reaction product is a naphthalene compound with one phenyl substituent.[1] Additional recommended knowledgeThe reaction is unusual in that the anhydride reacts with the related styrene to form a copolymer. The presence of the alpha-phenyl group activates the styryl group for a Diels–Alder reaction even at the expense of its aromaticity. In one adaptation rearomatization is accomplished with elemental sulfur and decarboxylation with barium hydroxide and copper:[2]
References
Categories: Carbon-carbon bond forming reactions | Cycloadditions |
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Wagner-Jauregg_reaction". A list of authors is available in Wikipedia. |