Tag Archives: sigmatropic rearrangement

Benzidine Rearrangement

Benzidine Rearrangement

General Characteristics Under acidic conditions, 1,2-diphenylhydrazines are known to rearrange into 4,4’-diaminobiphenyls (benzidines). General References Hofmann, A. W. Proc. Roy. Soc. London ...

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Overman Rearrangement

Overman Rearrangement

General Characteristics The trichloroacetimidates of allylic alcohols, prepared using trichloroacetonitrile, undergo thermal or catalyzed [3,3]-sigmatropic rearrangement, which is referred to as the ...

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Aza-Cope Rearrangement

Aza-Cope Rearrangement

General Characteristics Nitrogen-containing 1,5-dienes undergo [3,3]-sigmatropic rearrangement just like the Cope rearrangement of 1,5-dienes. Among these so-called aza-Cope rearrangements, the 3-aza ...

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Fischer Indole Synthesis

Fischer Indole Synthesis

General Characteristics Upon heating under acidic conditions, aryl hydrazones synthesized from aldehydes/ketones and aryl hydrazines undergo sigmatropic rearrangement and aromatization to give ...

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Claisen Rearrangement

Claisen Rearrangement

General Characteristics The Claisen rearrangement is the [3,3]-sigmatropic rearrangement of allyl vinyl ethers producing γ,δ-unsaturated carbonyl compounds. This reactions is analogous to the Cope ...

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