Electrooxidative Allene Annulations by Mild Cobalt-Catalyzed C–H Activation

• DOI: 10.1021/acscatal.8b03066
• Publication Date: 2018-08-15T16:09:41Z
• Authors: Tjark H. Meyer; João C. A. Oliveira; Samaresh Chandra Sau; Nate W. J. Ang; Lutz Ackermann
• Keywords: Allene; Chemoselectivity; Annulation

Versatile cobalt catalysis enabled electrochemical C–H activation with allenes. Thus, allene annulations were accomplished in terms of C–H/N–H functionalizations excellent levels chemoselectivity, site selectivity, and regioselectivity under exceedingly mild conditions. Detailed mechanistic studies conducted, including reactions isotopically labeled compounds, kinetic investigations, in-operando infrared spectroscopic studies. Further, computational supportive a non-rate-determining cleavage gave key insights into the annulation. The practical utility user-friendly approach was furthermore highlighted by gram-scale electrocatalysis.