NaHCO<sub>3</sub>‐Promoted Formal [4+3] Annulation of Salicylaldehydes with Isoquinolinium Salts Accessing Isoquinoline‐Fused Benzo[<i>f</i>][1,3]oxazepines
Abstract A concise and practical sustainable strategy for modular access to isoquinoline‐fused benzo[ f ][1,3]oxazepine derivatives through a formal [4+3] annulation of commercially available salicyaldehydes with isoquinolinium salts has been developed. The reactions proceeded through the formation of two new bonds (C=C and C−O) and a seven‐membered heterocyclic ring in one pot. Remarkably, use of simple NaHCO 3 as a mild base, open atmosphere, nonhazardous reagents, nice functional group tolerance, and easily scale up are added characteristics to this approach. A wide range of substrates are compatible with this mild reaction system, thereby proving a facile and reliable protocol for constructing a benzo[ f ][1,3]oxazepine skeletons.
Authors
- Mengdi Wu
- Qiang Tang (ORCID: https://orcid.org/0000-0001-7490-1432)
- Xiaochun Jiang (ORCID: https://orcid.org/0000-0003-0246-1292)
- Shizhang Ling (ORCID: https://orcid.org/0000-0002-6856-3577)
- Xinwei He (ORCID: https://orcid.org/0000-0002-1974-2464)
- Yongjia Shang (ORCID: https://orcid.org/0000-0001-9873-9150)
- Yanan Liu (ORCID: https://orcid.org/0000-0002-6731-9871)
- Yangzilin Kong
Institutions
- Wannan Medical College (CN)
- First Affiliated Hospital of Wannan Medical College (CN)
- Anhui Normal University (CN)
Publication Details
- Journal
- Advanced Synthesis & Catalysis
- Published
- 2024-11-13
- DOI
- https://doi.org/10.1002/adsc.202401295
- Citations
- 2
- Primary Topic
- Chemical synthesis and alkaloids
- Type
- article
- Field-Weighted Citation Impact
- 0.50
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Anhui Province