Selective N,O‐Addition of the TEMPO Radical to Conjugated Boryldienes

Abstract

AbstractB(C6F5)2‐containing boryldienes 4 underwent the addition of two molar equivalents of TEMPO to give N,O‐bonded four‐membered heterocyclic products 7. The reaction is a metal‐free example of the generation of reactive nitrogen‐centered TEMPO radical derivatives, in this case by the addition of TEMPO to the borane, followed by carbon–nitrogen bond formation and subsequent trapping of the resulting allyl radical by the second equivalent of TEMPO.