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A nickel-catalyzed α-arylation of esters and amides with phenol derivatives has been accomplished. In the presence of our unique nickel catalyst, prepared in situ from Ni(cod)2, 3,4-bis(dicyclohexylphosphino)thiophene (dcypt), and K3PO4, various esters and amides undergo α-arylation with O-arylpivalates or O-arylcarbamates to afford the corresponding coupling products. The thus obtained α-aryl esters and amides are useful precursors of privileged motifs such as α-arylcarboxylic acids and β-arylamines.

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Ipso, meta, and para: Benzoic acid derivatives can be highly regioselectively substituted at the ipso, meta, and para positions. The reaction sequence comprises an alkylative Birch reduction, a 4‐alkylation, a palladium‐catalyzed γ‐arylation, and an oxidative rearomatization (see scheme). All the reactions are robust and experimentally easy to conduct.

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ring closure reactions ring closure reactions O 0130 -044Acid-Induced Dimerization of 3-(1H-Indol-3-yl)maleimides. Formation of Cyclopentindole Derivatives. -The title reaction of maleimides (I) and (VII) affords spiro compounds (II) and (VIII) respectively in good yields. Maleimide (III) undergoes cycloaddition with dienophiles (IV) to give cycloadducts (V). In addition, several related 3,3-diindolylsuccinimides of type (IX) are prepared and their reactions in the presence of TFA are studied.

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