What is it about?
Rearrangements as an important class of organic reactions could provide structural isomers of the original molecules. They can transform precursors into favourable difficult-to-make products. One of the important synthetic tools in modern organic chemistry is the Smiles rearrangement and its different variants, which have diverse applications in organic chemistry.
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Why is it important?
The Smiles rearrangement is one of the intramolecular nucleophilic aromatic substitution reactions wherein incorporate a heteroatom as a nucleophile and an activated electrophilic arene. Regarding the importance of nucleophiles’ role in the development of different variants of the Smiles rearrangement herein, we have surveyed several examples of Smiles rearrangement with the emphasis on their nucleophiles’ types. Accordingly, three classes of Smiles rearrangement, employing carbanion, oxygen and nitrogen as different nucleophiles have been investigated which are accompanied by their detailed mechanisms.
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This page is a summary of: Several Species of Nucleophiles in the Smiles Rearrangement, Current Organic Chemistry, July 2017, Bentham Science Publishers,
DOI: 10.2174/1385272821666170420172606.
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