A rhodium-catalyzed three-component reaction of arylisocyanides, trifluorodiazoethane, and activated methylene isocyanides or azomethine ylides: an efficient synthesis of trifluoroethyl-substituted imidazoles
A rhodium-catalyzed three-component reaction of isocyanides, 2,2,2-trifluorodiazoethane and activated methylene isocyanides or azomethine ylides has been developed. In this transformation, the ketenimine intermediates generated by the coupling reaction of arylisocyanides with 2,2,2-trifluorodiazoeth...
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Published in | ORGANIC CHEMISTRY FRONTIERS Vol. 6; no. 21; pp. 3657 - 3662 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
CAMBRIDGE
Royal Soc Chemistry
07.11.2019
Royal Society of Chemistry |
Subjects | |
Online Access | Get full text |
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Summary: | A rhodium-catalyzed three-component reaction of isocyanides, 2,2,2-trifluorodiazoethane and activated methylene isocyanides or azomethine ylides has been developed. In this transformation, the ketenimine intermediates generated by the coupling reaction of arylisocyanides with 2,2,2-trifluorodiazoethane undergo intermolecular [3 + 2] cyclization with activated methylene isocyanides or azomethine ylides and provide a new and highly efficient method for the construction of trifluoroethyl-substituted imidazoles in a single step. |
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ISSN: | 2052-4129 2052-4110 2052-4110 |
DOI: | 10.1039/c9qo00856j |