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

Adib Mehdi | Zendy; Moghimi Setareh | Zendy; Sayahi Mohammad Hosein | Zendy; Bijanzadeh Hamid Reza | Zendy

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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

Author(s) -

Adib Mehdi,

Moghimi Setareh,

Sayahi Mohammad Hosein,

Bijanzadeh Hamid Reza

Publication year - 2009

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.200800324

Subject(s) - chemistry , phthalimide , acetylenedicarboxylate , diene , isocyanide , yield (engineering) , component (thermodynamics) , dimethyl acetylenedicarboxylate , medicinal chemistry , organic chemistry , catalysis , cycloaddition , natural rubber , materials science , physics , metallurgy , thermodynamics

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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