4.8 Article

Synthesis of Pyrroles by Consecutive Multicomponent Reaction/[4+1] Cycloaddition of α-Iminonitriles with Isocyanides

Journal

ORGANIC LETTERS
Volume 11, Issue 7, Pages 1555-1558

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol9001619

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Funding

  1. CNRS
  2. ANR
  3. ICSN

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[4 + 1] Cycloaddition of alpha,beta-unsaturated imidoyl cyanide (2-cyano-1-azadienes) with isocyanides in the presence of a catalytic amount of AlCl3 afforded polysubstituted 2-amino-5-cyanopyrroles in good to excellent yields. In combination with the IBX/TBAB-mediated oxidative Strecker reaction, this important heterocycle is readily synthesized in two steps from simple starting materials.

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