Article

ChemInform Abstract: Intramolecular Aryne-Ene Reaction: Synthetic and Mechanistic Studies.

Department of Chemistry, University of Toronto, 80 Saint George Street, Toronto, Ontario M5S 3H6, Canada.
Journal of the American Chemical Society (Impact Factor: 12.11). 08/2011; 133(36):14200-3. DOI: 10.1021/ja205405n
Source: PubMed

ABSTRACT

Although the chemistry of arynes is well developed, some challenges still remain. The ene reaction of arynes has not gained widespread use in synthesis as a result of poor yields and selectivity. A general, high yielding and selective intramolecular aryne-ene reaction is described providing various benzofused carbo- and heterocycles. Mechanistic data is presented, and a rationale for the resulting stereochemistry is discussed.

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