Arynes as Radical Acceptors: TEMPO-Mediated Cascades Comprising Addition, Cyclization, and Trapping.

ABSTRACT: 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.

SUBMITTER: Scherubl M 

PROVIDER: S-EPMC7839731 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature