Scherübl Maximilian, Daniliuc Constantin G, Studer Armido
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstraße 40, 48149, Münster, Germany.
Angew Chem Int Ed Engl. 2021 Jan 11;60(2):711-715. doi: 10.1002/anie.202012654. Epub 2020 Dec 10.
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.
本文描述了芳炔作为自由基受体的应用。稳定自由基TEMPO(2,2,6,6-四甲基哌啶1-氧基)可与各种邻位取代的苯炔加成,生成相应的芳基自由基,这些自由基会发生5-外向或6-内向环化反应。环化后的自由基最终会被TEMPO捕获。通过这种概念上新颖的方法,所引入的方法能够方便地合成各种二氢苯并呋喃、氧化吲哚和磺内酯。