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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 14
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SYNTHETIC COMMUNICATIONS REVIEWS

Synthesis of functionalized γ-spiroiminolactones from isocyanides, acetylenic esters, and cyclopenta[a]acenaphthylen-8-ones

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Pages 2156-2162 | Received 29 Mar 2020, Published online: 28 May 2020
 

Abstract

The reaction between dialkyl 8-oxo-8H-cyclopenta[a]acenaphthylene-7,9-dicarboxylates and zwitterionic intermediates, generated in situ from alkyl isocyanides and dialkyl acetylenedicarboxylates, is described. This reaction leads to the formation of tetraalkyl 5′-(alkylimino)-5′H-spiro[cyclopenta[a]acenaphthylene-8,2′-furan]-3′,4′,7,9-tetracarboxylates. The structure of a typical product was confirmed by X-ray crystallographic analysis.

Graphical Abstract

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