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Smiles cascades toward heterocyclic scaffolds

Smiles cascades toward heterocyclic scaffolds

Organic Letters 13(3): 534-536

Two different Smiles rearrangements can be combined to afford a multicomponent formation of isoquinolinones and isoindolinones from nitro methyl salicylate. After a Ugi-Smiles four-component coupling, the base-triggered cyclization of the resulting adduct is followed by a ring contraction via a Truce-Smiles rearrangement.

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Accession: 055821003

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PMID: 21175219

DOI: 10.1021/ol1028817

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