Intra- and intermolecular trapping of cyclopentapyrazine carbenes derived from 1,2-dialkynylimidazoles |
| |
Authors: | Asha K Nadipuram |
| |
Institution: | Division of Medicinal Chemistry, College of Pharmacy, Institute for Cellular and Molecular Biology, University of Texas at Austin, Austin, TX 78712, USA |
| |
Abstract: | The thermolysis of 1,2-dialkynylimidazoles in benzene solution affords high yields of 7-phenyl-5H-cyclopentapyrazines, which presumably form by solvent trapping of cyclopentapyrazine carbene intermediates. In cases where dialkynylimidazole contains side chains that can participate in intramolecular carbene C-H insertion or olefin addition, these processes compete with solvent addition to afford novel tri- and tetracyclic pyrazines, which can be obtained in good yield when the thermolysis is carried out in hexafluorobenzene. |
| |
Keywords: | Cyclization C-H Insertion Cyclopropanation Domino reactions Thermal rearrangement |
本文献已被 ScienceDirect 等数据库收录! |
|