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New efficient synthesis of 1,2,4-trisubstituted imidazoles and imidazo[1,2- c]quinazolines by a tandem aza-Wittig/electrocyclic ring-closure process
A series of 1,2,4-trisubstituted imidazoles 5 were synthesized efficiently by a tandem aza-Wittig/1,5-electrocyclic ring-closure reaction of vinyliminophosphoranes 3 with aldehydes. Reactions of 5s, t with triphenylphosphine produced iminophosphoranes 7. A tandem aza-Wittig reaction of iminophosphor...
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Published in: | Tetrahedron 2012-01, Vol.68 (4), p.965-971 |
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Main Authors: | , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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Summary: | A series of 1,2,4-trisubstituted imidazoles
5 were synthesized efficiently by a tandem aza-Wittig/1,5-electrocyclic ring-closure reaction of vinyliminophosphoranes
3 with aldehydes. Reactions of
5s,
t with triphenylphosphine produced iminophosphoranes
7. A tandem aza-Wittig reaction of iminophosphorane
7 with isocyanate generated imidazo[1,2-c]quinazolines
9 in high yields.
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ISSN: | 0040-4020 1464-5416 |
DOI: | 10.1016/j.tet.2011.12.005 |