Access to Isothiazolones from Simple Acrylamides by Pd-Catalyzed C–H Bond Activation

Mu-Yi Chen (1) , Xavier Pannecoucke (1) , Philippe Jubault (1) , Tatiana Besset (1)

1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

A new methodology was developed to access isothiazolone derivatives from simple acrylamides by transition metal catalyzed C–H bond functionalization. This Pd-catalyzed reaction using an electrophilic SCN source offered an efficient tool to access a panel of functionalized isothiazolone derivatives (21 examples, up to 71% yield).

Domaines: Chimie organique; Catalyse

Mu-Yi Chen, Xavier Pannecoucke, Philippe Jubault, Tatiana Besset. Access to Isothiazolones from Simple Acrylamides by Pd-Catalyzed C–H Bond Activation. Journal of Organic Chemistry, In press, 84 (20), pp.13194-13202. ⟨10.1021/acs.joc.9b01872⟩. ⟨hal-02267936⟩