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・ WAGR R class (diesel)
・ WAGR S class
・ WAGR S class (1888)
・ WAGR syndrome
・ WAGR T class
・ WAGR T class (diesel)
・ WAGR U class
・ WAGR U class (1903)
・ WAGR V class
・ WAGR W class
・ WAGR WCA/WCE class
・ WAGR X class
・ Wagner, Pennsylvania
・ Wagner, South Dakota
・ Wagner, Wisconsin
Wagner-Jauregg reaction
・ Wagner-Murray-Dingell Bill
・ Wagner-Werk-Verzeichnis
・ Wagneria
・ Wagneria costata
・ Wagnerian rock
・ Wagnerism
・ Wagnerite
・ Wagners, California
・ Wagnerówka
・ Wagner–Fischer algorithm
・ Wagner–Hatfield amendment
・ Wagner–Meerwein rearrangement
・ Wagner–Ritter House & Garden
・ Wagner–Rogers Bill


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Wagner-Jauregg reaction : ウィキペディア英語版
Wagner-Jauregg reaction
The Wagner-Jauregg reaction is a classic organic reaction in organic chemistry, named after Theodor Wagner-Jauregg, describing the double 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.
The reaction is unusual in that the anhydride reacts with the aromatic ring. The presence of the additional alpha-phenyl group on the phenylethene (the styryl group) activates the styryl for a Diels–Alder reaction even at the expense of its aromaticity. In contrast, unactivated styrene reacts instead at the alkene alone via a linear polymerization reaction. Styrene maleic anhydride copolymer is formed, retaining the aromaticity of the styrene.
The Diels–Alder product can be re-aromatized using elemental sulfur at high temperature, followed by a second rearomatization by decarboxylation with barium hydroxide and copper:
==References==


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