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  • Title: Regioselective decarboxylative cross-coupling of carboxy isoquinoline N-oxides.
    Author: Rouchet JB, Schneider C, Fruit C, Hoarau C.
    Journal: J Org Chem; 2015 Jun 05; 80(11):5919-27. PubMed ID: 25938169.
    Abstract:
    A straightforward method for direct decarboxylative arylation of 1- and 3-carboxy isoquinaldic acid N-oxides with aryl iodides is reported. The reaction proceeded selectively at the carboxy function site to exclusively give the corresponding C-1 or C-3 arylated product. This methodology tolerates various aryl iodides substituted by electronically different groups. Combined with subsequent Reissert-Henze chlorination and SNAr amination, the decarboxylative arylation provides an efficient access to 1,3-functionalized isoquinoline-based antitumor agent.
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