Zn-mediated electrochemical α-alkylation of amines with halogenated alkanes through convergent paired electrolysis

Abstract

Herein, we report a green and sustainable electrochemical strategy for α-alkylation of tertiary amines with halogenated alkanes under undivided electrolytic conditions. A Barbier−Grignard-type reaction at the cathode produces an organozinc...

A photo-driven traceless group directed electron–donor–acceptor (EDA) complex initiated radical coupling/dehydrogenation tandem reaction: access to 1-allyl/benzyl-3,4-dihydroisoquinoline

“…34,35 Recently, Peng and co-workers developed a Zn-mediated electrochemical strategy for α-alkylation of N -substituted tetrahydroisoquinolines with haloalkanes under undivided electrolytic conditions (Scheme 1b, bottom). 36 However, a limitation of such strategies is that although α-alkylation of tetrahydroisoquinolines can be achieved through an EDA complex-promoted photo reaction or electrochemical synthesis processes, the installation and removal of directing groups limit the practical application of these methodologies and the structural diversity of the products. In addition, the further oxidation to the desired products 1-substituted-DHIQs requires additional steps and therefore it increases the cost and economy of the method.…”