Tetrahedron p. 6696 - 6705 (2017)
Update date:2022-08-03
Topics:
Adib, Mehdi
Peytam, Fariba
Rahmanian-Jazi, Mahmoud
Bijanzadeh, Hamid Reza
Amanlou, Massoud
Efficient and facile protocols for the preparation of highly functionalized 1H-imidazoles and 5H-pyrrolo[1,2-c]imidazoles are described. Heating a mixture of an α-azidochalcones and N,N,N′,N′-tetramethyl guanidine under neat conditions gave the corresponding 2,4,5-trisubstituted 1H-imidazole via Michael addition-cyclization in excellent yields. Subsequently, the prepared 1H-imidazoles undergo addition-Wittig reaction with acetylenic esters in presence of triphenylphosphine in dichloromethane to afford 5H-pyrrolo[1,2-c]imidazoles in high yields.
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