Development and synthesis of a novel salen-type ligand based on phenylalanine for Mizoroki-Heck, and S-arylation cross-coupling reactions

Nat Prod Res. 2024 Mar 23:1-9. doi: 10.1080/14786419.2024.2326853. Online ahead of print.

Abstract

In this article, we introduced a novel salen-type ligand precursor and applied it in the Pd-catalyzed Mizoroki-Heck and Cu-catalyzed S-arylation cross-coupling reactions. For the preparation of this structure, (DL)-phenyl alanine was employed as a starting material. These ligand precursor and related catalytic system can be readily synthesised. Various aryl halides (-I, -Br) and alkenes were applied successfully in this protocol to give the corresponding Mizoroki-Heck cross-coupling and S-arylated products in high to excellent yields.

Keywords: Mizoroki-Heck reaction; S-arylation; Salen-type ligand; cross-coupling reaction; substituted carbamodithioate.