ORGN 659 |
| The electrophilic cyclization of acetylenes by halogen, sulfur and selenium electrophiles provides a very mild and efficient, high-yielding route to a wide variety of aromatic carbocycles and heterocycles, including benzofurans, chromones, isoxazoles, benzothiophenes, benzoselenophenes, indoles, isoquinolines, quinolines, furans, isochromenes, isocoumarins, isoindolin-1-ones, benzopyrans, spirotrienones and polycyclic aromatic hydrocarbons. Readily available, functionally-substituted aromatic, vinylic and heterocyclic halides readily undergo the palladium-catalyzed annulation of acetylenes and arynes to provide a large number of additional carbocyclic and heterocyclic ring systems, including isoquinolines, pyridines, carbolines, isoindoloindoles, isocoumarins, coumairns, 2-quinolones, xanthones, thioxanthones, acridones, carbazoles, indenes, indenones, fluoren-9-ones, naphthalenes and other polycyclic aromatics. This chemistry will be reviewed and recent progress highlighted. |
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Modern Acetylene Chemistry
1:20 PM-4:55 PM, Wednesday, 13 September 2006 Moscone Center -- Room 134, Oral
Division of Organic Chemistry |