Synthesis of 2-Iminoindolines via Samarium Diiodide Mediated Reductive Cyclization of Carbodiimides

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Abstract

<jats:title>Abstract</jats:title> <jats:p>A method of synthesizing 2-iminoindolines using samarium diiodide (SmI2) is reported. In the presence of tert-butyl alcohol, treatment of carbodiimides bearing α,β-unsaturated carbonyl moieties with a stoichiometric amount of SmI2 afforded 2-iminoindolines in moderate to high yields. The products were isolated after Boc protection of the amidine moieties. This reaction proved to be applicable to lactams and acyclic/cyclic esters as substrates.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 41 (1), 44-46, 2011-12-24

    Oxford University Press (OUP)

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