Utilization of caffeine carbon supported cobalt catalyst in the tandem synthesis of pyrroles from nitroarenes and alkenyl diols

Employing bio-waste caffeine carbon-supported heterogeneous cobalt catalyst, synthesis of various substituted pyrrole derivatives is reported. In this methodology, pyrroles were synthesized through coupling between nitroarenes and alkenyl diols in a tandem manner. Among all the heterogeneous catalysts Co (OAc)(2)-CC-800 displayed the highest catalytic activity. Preparative scale synthesis of pyrroles and synthesis of anti-tubercular agent 5-(4-(1H-pyrrol-1-yl)phenyl)-1,3,4-oxadiazole-2-thiol revealed the practical applicability of this protocol. Several kinetic experiments and Hammett studies were conducted to understand the probable mechanism and electronic effects on this transformation. (C) 2021 Elsevier Inc. All rights reserved.

Automated summary

The synthesis of various substituted pyrrole derivatives was achieved using bio-waste caffeine carbon-supported heterogeneous cobalt catalyst. The highest catalytic activity was observed with Co(OAc)(2)-CC-800. Kinetic experiments and Hammett studies were conducted to understand the mechanism and electronic effects of this transformation, showing its practical applicability in the synthesis of pyrroles and anti-tubercular agents.