Ligand Assisted Co(II)‐Catalyzed Multicomponent Synthesis of Substituted Pyrroles and Pyridines
Herein, we describe a sustainable Co(II)-catalyzed synthesis of pyrroles and pyridines. Using a Co(II)-catalyst [Co<sup>II</sup> <sub>2</sub>(L<sup>a</sup>)<sub>2</sub>Cl<sub>2</sub>] (1 a) bearing redox-active 2-(phenyldiazenyl)-1,10-phenanthroline) (L<sup>a</sup>) scaffold, various substituted pyrroles and pyridines were synthesized in good yields, taking alcohol as one of the primary feedstock. Pyrroles were synthesized by the equimolar reaction of 2-amino and secondary alcohols. A series of 2,4,6-substituted symmetrical pyridines were prepared via a three-component reaction of NH<sub>4</sub>OAc with 1 : 2.2 molar primary and secondary alcohols, respectively. Unsymmetrically substituted 2,4,6-trisubstituted, 2,4,5,6-tetrasubstituted, and 2,3,4,5,6-pentasubstituted pyridines were achieved via a multi-component coupling reaction of alcohols and NH<sub>4</sub>OAc. Catalyst 1 a showed encouraging results during the gram-scale synthesis of these N-heterocycles. Mechanistic investigation revealed synergistic involvement of cobalt metal and the ligand during the catalytic reactions.
Authors
- Subhajit Chakraborty (ORCID: https://orcid.org/0000-0001-7695-9902)
- Shyamal K. Saha (ORCID: https://orcid.org/0000-0002-6302-9105)
- Nanda Dulal Paul (ORCID: https://orcid.org/0000-0002-8872-1413)
- Sutanuva Mandal
- Arijit Singha Mohapatra
Institutions
- Kazi Nazrul University (IN)
- Indian Institute of Engineering Science and Technology, Shibpur (IN)
Publication Details
- Journal
- Chemistry - An Asian Journal
- Published
- 2024-12-23
- DOI
- https://doi.org/10.1002/asia.202401038
- Citations
- 3
- Primary Topic
- Synthesis and Characterization of Pyrroles
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- Ministry of Education, India