2. Ortho-Alkylation via [3,3] Sigmatropic Rearrangements of O-Vinyl Derivatives of N-Arylhydroxamic Acids
| Autor: | R. M. Coates, W. F. Burgoyne, S. L. Bender, C. W. Hutchins |
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| Rok vydání: | 2015 |
| Předmět: | |
| Popis: | The reaction of N-arylhydroxamic acids and N-aryl-N-alkylhydroxylamines with ynamines, α-chloroenamines, β-chloro-α,β-ethylenic esters, α,β-acetylenic esters, and α-allenic esters was investigated. N-Aryl-O-vinylhydroxylamines were presumably formed but underwent immediate [3,3] sigmatropic rearrangement at 0°C to α-aryl carbonyl compounds. These addition-rearrangement reactions afford a new synthetic approach for O-alkylation of aromatic rings and for the preparation of indoles. |
| Databáze: | OpenAIRE |
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