2011
DOI: 10.1002/jhet.633
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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

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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Cited by 3 publications
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“…11,12 Multicomponent reactions based on isocyanide 13,14 are also increasingly being employed and they have been particularly important tools in pharmaceutical chemistry. 15 As a part of our studies on the development of novel synthetic procedures in heterocyclic chemistry [16][17][18] and on the preparation of bioactive molecules, [19][20][21] we disclose herein a novel protocol for the synthesis of imidazo[2,1-b]thiazol-5-amine derivatives based on MCRs; this new method can underpin other useful approaches to drug design especially in heterocyclic medicinal chemistry (Scheme 1).…”
mentioning
confidence: 99%
“…11,12 Multicomponent reactions based on isocyanide 13,14 are also increasingly being employed and they have been particularly important tools in pharmaceutical chemistry. 15 As a part of our studies on the development of novel synthetic procedures in heterocyclic chemistry [16][17][18] and on the preparation of bioactive molecules, [19][20][21] we disclose herein a novel protocol for the synthesis of imidazo[2,1-b]thiazol-5-amine derivatives based on MCRs; this new method can underpin other useful approaches to drug design especially in heterocyclic medicinal chemistry (Scheme 1).…”
mentioning
confidence: 99%