The application of arynes as radical acceptors is described. The stable radical TEMPO (2,2,6,6‐tetramethyl piperidine 1‐oxyl) is shown to add to various ortho‐substituted benzynes generating the corresponding aryl radicals which engage in 5‐exo or 6‐endo cyclizations. The cyclized radicals are eventually trapped by TEMPO. The introduced method provides ready access to various dihydrobenzofurans, oxindoles, and sultones by a conceptually novel approach.
Die Anwendung von Arinen als Radikalakzeptoren wird beschrieben. Das stabile TEMPO‐Radikal (2,2,6,6‐Tetramethylpiperidinyl‐1‐oxyl) addiert an verschiedene ortho‐substituierte Benz‐ine, und die daraus erzeugten Arylradikale gehen 5‐exo‐ und 6‐endo‐Zyklisierungen ein. Die zyklisierten Radikale werden schließlich mit TEMPO abgefangen. Die vorgestellte Methode bietet über einen konzeptionell neuen Ansatz einen schnellen Zugang zu Dihydrobenzofuranen, Oxindolen und Sultonen.
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