Annulation of Indole-2-Carboxamides with Bicycloalkenes Catalyzed by Ru(II) at Room Temperature: An Easy Access to β-Carboline-1-one Derivatives under Mild Conditions

Gopal Krushna Das Adhikari; Smruti Ranjan Mohanty; Shyam Kumar Banjare; Namrata Prusty; Gajiram Murmu; Ponneri C Ravikumar

doi:10.1021/acs.joc.2c02351

Annulation of Indole-2-Carboxamides with Bicycloalkenes Catalyzed by Ru(II) at Room Temperature: An Easy Access to β-Carboline-1-one Derivatives under Mild Conditions

J Org Chem. 2023 Jan 20;88(2):952-959. doi: 10.1021/acs.joc.2c02351. Epub 2023 Jan 6.

Authors

Gopal Krushna Das Adhikari^{1

2}, Smruti Ranjan Mohanty^{1

2}, Shyam Kumar Banjare^{1

2}, Namrata Prusty^{1

2}, Gajiram Murmu^{1

2}, Ponneri C Ravikumar^{1

2}

Affiliations

¹ School of Chemical Sciences, National Institute of Science Education and Research (NISER), Bhubaneswar 752050, Odisha India.
² Homi Bhabha National Institute, Training School Complex, Anushaktinagar, Mumbai 400094, India.

PMID: 36606375
DOI: 10.1021/acs.joc.2c02351

Abstract

Herein, we report the annulation of indole-2-carboxamides with bicycloalkenes, to synthesize β-carboline-1-one derivatives under mild conditions. The commercially available ruthenium catalyst was used for the reaction. This reaction tolerates a wide range of functional groups and affords a good yield of β-carboline-1-one derivatives. A reversible cyclometalation pathway was found to be operative in the mechanistic study.