Laccase-mediated chemoselective C-4 arylation of 5-aminopyrazoles.

ABSTRACT: Chemoselective arylation of 5-aminopyrazoles was performed through oxidative formation of orthoquinones from catechols catalyzed by Myceliophthora thermophila laccase (Novozym 51003), and subsequently nucleophilic attack of 5-aminopyrazole to the catechol intermediates. The C-4 arylated products were obtained under extremely mild conditions without the need for amine protection or halogenation of the substrates. From this method, 10 derivatives with moderate to good efficiency (42-94%) were prepared.

SUBMITTER: Shahedi M 

PROVIDER: S-EPMC11410246 | biostudies-literature | 2024

REPOSITORIES: biostudies-literature