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Alkyl carbons, Smiles rearrangement

Nitrophenol 141 during alkylation with 2-bromo-2-methylpropionic acid ethyl ester in the presence of cesium carbonate in acetonitrile underwent Smiles rearrangement to afford the corresponding propionamide 142. Further upon reduction of 144, which was obtained from 141 in a three step reaction, with borane dimethyl sulfide complex in THF, a Smiles rearrangement was observed furnishing the propanol 146. ... [Pg.506]

An asymmetric allylic alkylation of Morita-Baylis-Hillman carbonates and )0-keto sul-fones by modified cinchona alkaloids as catalysts gives products that undergo a Smiles rearrangement-sulfinate addition cascade to functionalized five-membered cyclic sul-fones (Scheme 172) ... [Pg.584]

See other pages where Alkyl carbons, Smiles rearrangement is mentioned: [Pg.380]    [Pg.399]    [Pg.47]    [Pg.166]    [Pg.229]    [Pg.823]    [Pg.823]    [Pg.497]    [Pg.225]    [Pg.554]    [Pg.76]   
See also in sourсe #XX -- [ Pg.497 ]



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Alkyl carbonate

Alkylation carbon

Carbon rearrangement

Rearrangements Smiles rearrangement

Rearrangements alkylation

Smiles rearrangement

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