Copper-Catalyzed Dearomatization Reaction via α-Imino Copper Carbenes
The generation of α-imino metal carbenes from readily available alkynes via nitrene transfer has emerged as an important advancement in carbene chemistry, but current methodologies remain constrained to noble-metal catalysts. Additionally, the dearomatization involving α-imino metal carbenes has not been unexplored. In this study, we disclose a copper-catalyzed dearomatization reaction of azides with ynamide-phenol derivatives via α-imino copper carbenes. This protocol enables the practical synthesis of various valuable 1<i>H</i>-pyrido[2,3-<i>b</i>]indoles in generally excellent yields with a broad substrate scope.
Authors
- Chong‐Yang Shi
- Long‐Wu Ye (ORCID: https://orcid.org/0000-0003-3108-2611)
- Xin‐Qi Zhu (ORCID: https://orcid.org/0009-0006-7488-8251)
- Zhiyong Yu (ORCID: https://orcid.org/0000-0002-7463-0473)
- Bo Zhou (ORCID: https://orcid.org/0000-0002-5551-678X)
- Jiao Miao
Institutions
- Yunnan Normal University (CN)
- Xiamen University (CN)
- Chinese Academy of Sciences (CN)
- Shanghai Institute of Organic Chemistry (CN)
- State Key Laboratory of Chemical Engineering (CN)
- State Key Laboratory of Organometallic Chemistry
- Nanjing University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-09-04
- DOI
- https://doi.org/10.1021/acs.joc.5c01860
- Primary Topic
- Catalytic Alkyne Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Yunnan University
- Yunnan Normal University