Regioselective double dehydrative cyclization route to construct polyheterocyclic skeletons consisting of 2,3-dihydroquinazolin-4(1<i>H</i>)-ones and 1,2-dihydropyrrolo[1,2-<i>a</i>]pyrazines
The Sc(OTf)<sub>3</sub>-catalyzed reaction of 2-aminobenzamide with <i>N</i>-substituted pyrrole-2-carboxaldehyde proceeded well to give a tetracyclic skeleton consisting of dihydroquinazolin-4-one and 1,2-dihydropyrrolo[1,2-<i>a</i>]pyrazine <i>via</i> regioselective double cyclodehydrations where two heterocyclic rings (quinazolinone and pyrazine) were sequentially constructed through the formation of three C-N bonds.
Authors
- Shuang Song (ORCID: https://orcid.org/0000-0001-8033-6839)
- Ikyon Kim (ORCID: https://orcid.org/0000-0002-0849-5517)
- Dohui Ku
Institutions
- Yonsei University (KR)
- Hodges University (US)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ob00580a
- Citations
- 1
- Primary Topic
- Quinazolinone synthesis and applications
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Research Foundation of Korea