The use of sulfur ylides in the synthesis of 3-alkyl(aryl)thio-4-trifluoromethylpyrroles from mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates
In this report, we describe a new method for the synthesis of densely functionalized pyrroles. Reaction of mesoionic 1,3-oxazolium-5-olates with various S-ylides proceeds via nucleophilic addition followed by opening of the oxazole ring and subsequent cyclization to multisubstituted pyrroles bearing...
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| Veröffentlicht in: | Tetrahedron letters 2012-05, Vol.53 (22), p.2782-2785 |
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| container_title | Tetrahedron letters |
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| creator | Saijo, Ryosuke Kawase, Masami |
| description | In this report, we describe a new method for the synthesis of densely functionalized pyrroles. Reaction of mesoionic 1,3-oxazolium-5-olates with various S-ylides proceeds via nucleophilic addition followed by opening of the oxazole ring and subsequent cyclization to multisubstituted pyrroles bearing both a trifluoromethyl and alkyl(aryl)thio group at 3- and 4-positions. |
| doi_str_mv | 10.1016/j.tetlet.2012.03.130 |
| format | Article |
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| ispartof | Tetrahedron letters, 2012-05, Vol.53 (22), p.2782-2785 |
| issn | 0040-4039 1873-3581 |
| language | eng |
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| source | ScienceDirect Journals (5 years ago - present) |
| subjects | Bearing Mesoion Oxazole Pyrrole Pyrroles Rings (mathematics) Sulfur Sulfur ylide Synthesis (chemistry) Tetrahedrons Trifluoromethyl |
| title | The use of sulfur ylides in the synthesis of 3-alkyl(aryl)thio-4-trifluoromethylpyrroles from mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates |
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