Journal
CHEMICAL SOCIETY REVIEWS
Volume 37, Issue 11, Pages 2452-2458Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b808960d
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- Centre of Excellence for Biocatalysis, Biotransformations and Biocatalytic Manufacture (CoEBio3)
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The Smiles rearrangement is the intramolecular nucleophilic aromatic substitution reaction incorporating a heteroatom as the nucleophilic component and an activated electrophilic arene. One particular variation-the Truce-Smiles rearrangement-utilises a carbon-based nucleophile and an electrophilic arene which does not require additional activation. Such a variation generates a new carbon-carbon bond and the synthetic utility of this relatively under-utilised rearrangement is discussed in this tutorial review.
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