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One-Pot Three-Component Synthesis of 2-(Alkylimino)-7-oxo-1-oxa-6-azaspiro[4.4]nona-3,8-diene-3,4-dicarboxylates

✍ Scribed by Mehdi Adib; Setareh Moghimi; Mohammad Hosein Sayahi; Hamid Reza Bijanzadeh

Publisher: John Wiley and Sons
Year: 2009
Tongue: German
Weight: 157 KB
Volume: 92
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200800324

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✦ Synopsis

Abstract

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The reactive zwitterionic 1 : 1 intermediate 6 generated in situ from the reaction between an isocyanide 2 and a dialkyl acetylenedicarboxylate (=dialkyl but‐2‐ynedioate) 3 was trapped by an N‐arylmaleimide or ‐phthalimide 4 to produce a highly functionalized 1‐oxa‐6‐azaspiro[4.4]nona‐3,8‐diene‐3,4‐dicarboxylate 5 in excellent yield (Scheme and Table).

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