NaOAc-Promoted [3+1+2] Annulation of <i>O</i>-Pivaloyl Oximes, Aldehydes, and 2-Methylbenzothiazole Salts: Synthesis of 1-Azaphenothiazines
This paper presents an efficient strategy for constructing 1-azaphenothiazines through the NaOAc-promoted [3+1+2] annulation of <i>O</i>-pivaloyl oximes, aldehydes, and 2-methylbenzothiazole salts. The reaction is conducted in ethanol and employs oxygen as the oxidant under catalyst-free conditions. The process is amenable to various <i>O</i>-pivaloyl oximes, 2-methylbenzothiazole salts, and aldehydes, affording the target products in satisfactory yields.
Authors
- Haiyin Deng
- Zhongzhi Zhu (ORCID: https://orcid.org/0000-0003-1690-9238)
- Shengting Xu
- Tsz Woon Benedict Lo (ORCID: https://orcid.org/0000-0002-4853-0196)
- Baihui Liang (ORCID: https://orcid.org/0000-0002-5657-8894)
- Weijie Ren (ORCID: https://orcid.org/0000-0002-7465-5048)
- Jie Huang (ORCID: https://orcid.org/0000-0001-5335-2614)
- Xiuwen Chen (ORCID: https://orcid.org/0000-0003-3301-6730)
- Jiehao Chen (ORCID: https://orcid.org/0009-0006-8843-0639)
- Xiangya Cai
Institutions
- Hong Kong Polytechnic University (HK)
- Wuyi University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-05
- DOI
- https://doi.org/10.1021/acs.joc.4c01590
- Citations
- 3
- Primary Topic
- Phenothiazines and Benzothiazines Synthesis and Activities
- Type
- article
- Field-Weighted Citation Impact
- 0.70
Funders
- National Natural Science Foundation of China
- Wuyi University