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Isocyanide-based three-component synthesis of functionalized 5-alkylimino-2,5-dihydrofuran-3,4-dicarboxylate and their conversion to substituted furanones

✍ Scribed by Zinatossadat Hossaini; Hosein Hamadi; Faramarz Rostami Charati; Mehdi Khoobi; Abbas Shafiee

Publisher: Journal of Heterocyclic Chemistry
Year: 2011
Tongue: English
Weight: 145 KB
Volume: 48
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.633

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✦ Synopsis

Abstract

The zwitterionic 1:1 intermediates formed from alkyl isocyanides and acetylenic esters are trapped by alkyl bromides to form 5‐alkylimino‐2,5‐dihydrofuran‐3,4‐dicarboxylate in relatively good yields at room temperature under solventless conditions. Hydrolysis of these compounds by HCl (5%) produced substituted furanones. J. Heterocyclic Chem., (2011).

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