Catalyst-Free Construction of Imidazole-Pyrrolo[1,2-<i>a</i>]pyrazine Hybrid, 2,6-Disubstituted Imidazo[1,2-<i>a</i>]pyrrolo[2,1-<i>c</i>]pyrazine via Regioselective Annulative Functionalizations
Highly efficient catalyst-free annulative functionalization approaches to a novel imidazole-pyrrolo[1,2-<i>a</i>]pyrazine hybrid structure were devised from the reaction of β-enaminone with propargylamine where regioselective conjugate substitution of β-enaminone with propargylamine followed by cycloisomerization proceeded smoothly in a domino fashion to construct two heterocyclic moieties (pyrazine and imidazole) via successive formation of three C-N bonds, leading to the target tricyclic skeleton.
Authors
- M. JUNG
- Hyunjin Oh
- Ikyon Kim (ORCID: https://orcid.org/0000-0002-0849-5517)
- Dohui Ku
- Sun Hee Lee (ORCID: https://orcid.org/0000-0002-6045-0295)
Institutions
- Yonsei University (KR)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-11-26
- DOI
- https://doi.org/10.1021/acs.joc.4c01576
- Citations
- 3
- Primary Topic
- Synthesis and Reactivity of Heterocycles
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- National Research Foundation of Korea