In organic chemistry, annulation (; occasionally annelation) is a chemical reaction in which a new ring is constructed on a molecule.
Examples are the Robinson annulation, Danheiser annulation and certain . Annular molecules are constructed from side-on condensed cyclic segments, for example and . In transannulation a bicyclic molecule is created by intramolecular carbon-carbon bond formation in a large monocyclic ring. An example is the samarium(II) iodide induced ketone - alkene cyclization of 5-methylenecyclooctanone which proceeds through a ketyl intermediate: Construction of Bicyclic Ring Systems via a Transannular SmI2-Mediated Ketone-Olefin Cyclization StrategyGary A. Molander, Barbara Czakó, and Michael Rheam J. Org. Chem.; 2007; 72(5) pp 1755 - 1764; (Article)
Pyrene | |
Quinoline | Pyridine |
Isoquinoline | |
Chromene | Pyran |
Isochromene | |
Indole | Pyrrole |
Isoindole | |
Benzofuran | Furan |
Isobenzofuran | |
Imidazole |
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