Rhodium-catalyzed intramolecular [4 + 2] cycloadditions of alkynyl halides

WCC 1

Woo-Jin Yoo, Anna Allen, Karine Villeneuve, and William Tam, wtam@uoguelph.ca. Department of Chemistry, University of Guelph, Guelph, ON N1G 2W1, Canada
Cationic rhodium(I)-catalyzed intramolecular [4 + 2] cycloadditions of diene-tethered alkynyl halides were found to occur in good yields (70-87%). The halide moiety is compatible with the cycloaddition reactions, and no oxidative insertion to the alkynyl halide was observed. The halogen-containing cycloadducts could be transformed into a variety of products that are difficult or impossible to obtain via direct cycloaddition.