A Complementary Route for Alkene–Arene para-Cycloadditions by Visible-Light-Promoted Triplet Sensitization of Allenamides

Abstract

The synthetic relevance of bicyclo[2.2.2]octadienes is witnessed by their successful application in various chemical domains, promoting a recurrent interest in the concise assembly of these bridged bicycles. Seminal examples of strategies to craft these compounds are presented, together with more-recent applications that exploit visible light. In this context, a general intramolecular method for the para-cycloaddition of an allenamide arm onto simple aryl rings is highlighted.

Key words

allenes - arenes - cycloaddition - photochemistry - radicals - bicyclooctadienes

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