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Synthesis 2009(10): 1635-1638
DOI: 10.1055/s-0028-1088042
DOI: 10.1055/s-0028-1088042
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Reaction of Isocyanides, Dialkyl Acetylenedicarboxylates, and α-Keto Lactones: Unexpected Participation of an Ester Carbonyl Group in the Isocyanide-Based Three-Component Reaction
Further Information
Received
24 November 2008
Publication Date:
25 March 2009 (online)
Publication History
Publication Date:
25 March 2009 (online)
Abstract
The reaction of benzofuran-2,3-dione derivatives with dialkyl acetylenedicarboxylates and alkyl isocyanides results in a three-component addition reaction in which the ester carbonyl group is incorporated into a two-atom assembling unit to give highly functionalized γ-spiroiminolactones in good yield. This reaction provides the first example of an ester carbonyl group participating in an isocyanide-based multicomponent reaction.
Key words
ketones - dialkyl acetylenedicarboxylates - alkyl isocyanides - spiro compounds - lactones
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