4.4 Article

An Efficient Synthesis of 2-Aminofuran-3-carbonitriles via Cascade Stetter-γ-Ketonitrile Cyclization Reaction Catalyzed by N-Heterocyclic Carbene

Journal

SYNLETT
Volume -, Issue 8, Pages 1133-1136

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0030-1259945

Keywords

N-heterocyclic carbenes (NHCs); umpolung; cascade reaction; Stetter reaction; 2-aminofuran

Funding

  1. Chinese National Science and Technology Major Project 'Key New Drug Creation and Manufacturing Program' [2009ZX09301-001, 2009ZX09102-022]
  2. National Natural Science Foundation of China [21002027, 90713046, 30772638, 30925040]
  3. CAS Foundation [KSCX2-YW-R-179]

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An efficient method for the synthesis of 4,5-disubstituted 2-aminofuran-3-carbonitriles via a cascade Stetter-gamma-ketonitrile cyclization reaction of aromatic aldehydes with acylidenemalononitriles, catalyzed by N-heterocyclic carbenes, has been developed. This procedure provides the corresponding products in moderate to high yields under mild conditions.

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