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Rearrangements, Truce- Smiles rearrangement

Heteroatom Carbon Aromatic Rearrangements (Truce-Smiles Rearrangement)... [Pg.486]

Thiophene, 2-methyl-5-(mesitylsulfonyl)-Truce-Smiles rearrangement, 4, 825 Thiophene, 2-methyl-3-nitro-acidity, 4, 799... [Pg.892]

The cine substitution of phenyl 3-nitro-4-thienyl sulfone has been discussed in Section 3.14.3.5. An intramolecular example of cine substitution by an AEa mechanism is provided by the Truce-Smiles rearrangement of the sulfone (459) to (460) (78JOC101). PhS02 as a leaving group has a higher steric requirement than Br in nucleophilic substitution reactions. In order to give a unified picture, details are deferred to Section 3.14.3.8. [Pg.825]

The Truce-Smiles rearrangement is general for diaryl sulfones containing an o-methyl group and involves benzylic deprotonation to the anion which subsequently rearranges to the sulfinate. If the sulfinate contains a suitably placed leaving group, further reactions may occur for example, the chlorophenyl sulfone (114) forms the sulfinate (115), but this... [Pg.205]

Scheme 19.SO Consecutive Ugi-Smiles/Truce-Smiles rearrangements in the formation of 88 and 89. Scheme 19.SO Consecutive Ugi-Smiles/Truce-Smiles rearrangements in the formation of 88 and 89.
See other pages where Rearrangements, Truce- Smiles rearrangement is mentioned: [Pg.432]    [Pg.665]    [Pg.701]    [Pg.702]    [Pg.703]    [Pg.704]    [Pg.704]    [Pg.705]    [Pg.705]    [Pg.1047]    [Pg.1063]    [Pg.1063]    [Pg.1210]    [Pg.665]    [Pg.701]    [Pg.702]    [Pg.703]    [Pg.704]    [Pg.704]    [Pg.705]    [Pg.705]    [Pg.1047]    [Pg.1063]    [Pg.1063]    [Pg.553]    [Pg.204]    [Pg.513]    [Pg.566]    [Pg.371]    [Pg.371]    [Pg.40]    [Pg.755]    [Pg.756]   


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Rearrangement Truce-Smiles

Rearrangement Truce-Smiles

Rearrangements Smiles rearrangement

Smiles rearrangement

Smiles-Truce

Truce-Smiles rearrangement-cyclization

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