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.

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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
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article
Field-Weighted Citation Impact
0.75

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article

Ligand Assisted Co(II)‐Catalyzed Multicomponent Synthesis of Substituted Pyrroles and Pyridines

Subhajit Chakraborty, Shyamal K. Saha, Nanda Dulal Paul, Sutanuva Mandal et al.
3 citations
Chemistry - An Asian Journal
Synthesis and Characterization of Pyrroles
0.75
article

Ligand Assisted Co(II)‐Catalyzed Multicomponent Synthesis of Substituted Pyrroles and Pyridines

Subhajit Chakraborty, Shyamal K. Saha, Nanda Dulal Paul, Sutanuva Mandal, Arijit Singha Mohapatra
article en
3 citations

Abstract

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.

Chemistry - An Asian JournalVol. 20(5)
Kazi Nazrul University (IN), Indian Institute of Engineering Science and Technology, Shibpur (IN)
Ministry of Education, India
Responsible consumption and production
Openalex Percentile: Top 31%
Synthesis and Characterization of Pyrroles
0.75
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Ligand Assisted Co(II)‐Catalyzed Multicomponent Synthesis of Substituted Pyrroles and Pyridines — Subhajit Chakraborty, Shyamal K. Saha, et al. · Chemistry - An Asian Journal (2024) | TGRS Research Map | TGRS