Electrocatalytic redox neutral [3 + 2] annulation of N-cyclopropylanilines and alkenes.

ABSTRACT: Although synthetic organic electrochemistry (EC) has advanced significantly, net redox neutral electrosynthesis is quite rare. Two approaches have been employed to achieve this type of electrosynthesis. One relies on turnover of the product by the reactant in a chain mechanism. The other involves both oxidation on the anode and reduction on the cathode in which the radical cation or the radical anion of the product has to migrate between two electrodes. Herein, a home-built electrochemistry/mass spectrometry (EC/MS) platform was used to generate an N-cyclopropylaniline radical cation electrochemically and to monitor its reactivity toward alkenes by mass spectrometry (MS), which led to the discovery of a new redox neutral reaction of intermolecular [3 + 2] annulation of N-cycl

SUBMITTER: Wang Q 

PROVIDER: S-EPMC8179209 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature