Photocascade chemoselective controlling of ambident thio(seleno)cyanates with alkenes via catalyst modulation.

ABSTRACT: Controlling the ambident reactivity of thiocyanates in reaction manifolds has been a long-standing and formidable challenge. We report herein a photoredox strategy for installing thiocyanates and isothiocyanates in a controlled chemoselective fashion by manipulating the ambident-SCN through catalyst modulation. The methodology allows redox-, and pot-economical 'on-demand' direct access to both hydrothiophene and pyrrolidine heterocycles from the same feedstock alkenes and bifunctional thiocyanomalonates in a photocascade sequence. Its excellent chemoselectivity profile was further expanded to access Se- and N-heterocycles by harnessing selenonitriles. Redox capability of the catalysts, which dictates the substrates to participate in a single or cascade catalytic cycle, was proposed as the

SUBMITTER: Hoque IU 

PROVIDER: S-EPMC11233607 | biostudies-literature | 2024 Jul

REPOSITORIES: biostudies-literature