SMILES REARRANGEMENT [REACTION AND MECHANISM]

THE SMILES REARRANGMENT IS THE PROCESS OF REARRANGING OF ELEMENTS OF THE STRUCTURE, WHERE IN THIS PRESENTATION HOW TO REARRANGE IS EXPLAIN WITH ITS MECHANISM

1. Reaction and Mechanism of Smiles Rearrangement

2. Smiles Rearrangement Smiles rearrangement is intramolecular aromatic nucleophillic substitution.

3. The smiles rearrangements actually comprises a group of rearrangements that follow the pattern given above. A specific example is In the given example SO2Ar is leaving group and ArO - is the nucleophile and the nitro group serves to activate its ortho position. The ring at which the substitution takes place is nearly always activated usually by ortho or para nitro group.

4. X is usually S, SO, SO2. Y is usually the conjugate base of OH, NH2, NHR or SH. The reaction has even been carried out with y=CH2.