These compounds can be synthesized from benzoquinone in the Nenitzescu synthesis.
These compounds can be synthesized from benzoquinone in the Nenitzescu synthesis. A methyl group ortho to a nitro group is deprotonated in the first steps of the Leimgreuber-Batcho and Reissert syntheses of these compounds. A ketone, an imidazole, and this functional group is found in the anti-nausea drug ondansetron. A classic reaction used to synthesize these compounds was modified to use a palladium-catalyzed cross coupling between an aryl bromide and a hydrazone by Stephen Buchwald. That synthesis of these compounds contains a [3,3]-sigmatropic rearrangement where a compound with two imines is formed from an aryl hydrazine. The Fischer synthesis is used to make this functional group, which is part of the most commonly occurring auxin and the side chain of tryptophan. For 10 points, name this heterocyclicfunctional group consisting of a benzene ring fused to a pyrrole. 
These compounds can be synthesized from benzoquinone in the Nenitzescu synthesis.
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