Tailoring photocatalysts to modulate oxidative potential of anilides enhances para-selective electrochemical hydroxylation.

ABSTRACT: Phenolic compounds have long captivated the interest of organic synthesis, particularly in their quest for selective hydroxylation of arenes using H₂O as a hydroxyl source. However, the inherent high reactivity and low redox potential of phenols often lead to undesirable overoxidation byproducts. To address this challenge, herein, we develop an electrophotochemical approach, finetuning substrate oxidative potential and enabling para-selective hydroxylation of anilides. This method showcases versatility, accommodating a wide array of substrates, while revealing high regional selectivity and compatibility with diverse functional groups. Moreover, the protocol allows facile late-stage functionalization of biologically active molecules. Mechanistic investigations demonstrate the act

SUBMITTER: Zhang J 

PROVIDER: S-EPMC11322519 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature