Transition-metal-free dibenzoxazepinone synthesis by hypervalent iodine-mediated chemoselective arylocyclizations of <i>N</i>-functionalized salicylamides
We have developed transition-metal-free synthetic methodologies for dibenzoxazepinones utilizing salicylamides as starting materials and employing two distinct types of successive hypervalent iodine-mediated arylocyclizations. This synthetic protocol encompasses selective phenol <i>O</i>-arylation of salicylamides with diaryliodonium salts, followed by electrophilic aromatic amination utilizing chemically or electronically generated hypervalent iodine reagents in the second stage of the process.
Authors
- Hirotaka Sasa
- Naoki Miyamoto
- Naoko Takenaga (ORCID: https://orcid.org/0000-0003-3776-9406)
- Kotaro Kikushima (ORCID: https://orcid.org/0000-0003-3009-0222)
- Yasuyuki Kita (ORCID: https://orcid.org/0000-0002-2482-0551)
- Toshifumi Dohi (ORCID: https://orcid.org/0000-0002-2812-9581)
- Takao Katagiri
Institutions
- Mukogawa Women's University (JP)
- Ritsumeikan University (JP)
- Meijo University (JP)
Publication Details
- Journal
- Chemical Communications
- Published
- 2024-12-31
- DOI
- https://doi.org/10.1039/d4cc05908e
- Citations
- 3
- Primary Topic
- Oxidative Organic Chemistry Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- Japan Society for the Promotion of Science
- Japan Science and Technology Agency
- Ritsumeikan Global Innovation Research Organization, Ritsumeikan University