Electrochemically Mediated Oxidation of Sensitive Propargylic Benzylic Alcohols.

ABSTRACT: The electrochemical oxidation of sensitive propargylic benzylic alcohols having varying substituents is reported. We describe the preparation and characterization of N-hydroxytetrafluorophthalimide (TFNHPI) and pseudo-high-throughput development of a green electrochemical oxidation protocol for sensitive propargylic benzylic alcohols that employs TFNHPI as a stable electrochemical mediator. The electrochemical oxidation of propargylic benzylic alcohols was leveraged to develop short synthetic pathways for preparing gram quantities of resveratrol natural products such as pauciflorols.

SUBMITTER: Hatch CE 

PROVIDER: S-EPMC9097598 | biostudies-literature | 2022 Feb

REPOSITORIES: biostudies-literature