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A new synthetic strategy towards 2,4,5-trisubstituted 1H-imidazoles and highly substituted pyrrolo[1,2-c]imidazoles by use of α-azidochalcones via Michael addition-cyclization followed by Wittig reaction.
- Source :
-
Tetrahedron . Nov2017, Vol. 73 Issue 48, p6696-6705. 10p. - Publication Year :
- 2017
-
Abstract
- Efficient and facile protocols for the preparation of highly functionalized 1 H -imidazoles and 5 H -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 1 H -imidazole via Michael addition-cyclization in excellent yields. Subsequently, the prepared 1 H -imidazoles undergo addition-Wittig reaction with acetylenic esters in presence of triphenylphosphine in dichloromethane to afford 5 H -pyrrolo[1,2- c ]imidazoles in high yields. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00404020
- Volume :
- 73
- Issue :
- 48
- Database :
- Academic Search Index
- Journal :
- Tetrahedron
- Publication Type :
- Academic Journal
- Accession number :
- 126062220
- Full Text :
- https://doi.org/10.1016/j.tet.2017.09.042