Gold Self-Relay Catalysis Enabling Regioselective Bicyclization toward [5]Azahelicenes
A gold self-relay catalysis driving a double annulation cascade starting from soft electron-biased 1,2-di(<i>o</i>-aminoaryl)alkynes and aldehydes is reported, enabling regioselective access to produce a series of [5]azahelicenes depending on the substitution pattern in generally good yields under mild conditions. This protocol exploits and unifies the π- and σ-Lewis acid capability of gold catalysts, featuring high molecular convergence, broad substrate flexibility, and good functional group compatibility and regioselectivity.
Authors
- Wen‐Juan Hao (ORCID: https://orcid.org/0000-0002-0646-7192)
- Man‐Su Tu
- Chenglong Ji (ORCID: https://orcid.org/0000-0003-2128-2089)
- Congyu Zhang (ORCID: https://orcid.org/0000-0002-7577-5148)
- Yi‐Ting Shen
- Xiang Wang (ORCID: https://orcid.org/0000-0003-0396-7404)
- Yan Zhang (ORCID: https://orcid.org/0000-0003-2479-7555)
- Bo Jiang (ORCID: https://orcid.org/0000-0003-3878-515X)
Institutions
- Jiangsu Normal University (CN)
- Analysis and Testing Centre (CN)
- Huaiyin Normal University (CN)
- Nanjing University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-10-16
- DOI
- https://doi.org/10.1021/acs.joc.4c01308
- Citations
- 2
- Primary Topic
- Catalytic Alkyne Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.50
Funders
- National Natural Science Foundation of China
- Jiangsu Normal University
- Natural Science Foundation of Jiangsu Province
- Jiangsu Provincial Department of Education