Synthesis of Indole‐Fused Eight‐Membered Oxa‐Rings via Palladium‐Catalyzed Asymmetric [4+4] Cycloaddition of Indole‐2,3‐Quinodimethanes with 2‐Alkylidenetrimethylene Carbonates
Comprehensive Summary We report a palladium‐catalyzed asymmetric [4+4] cycloaddition reaction between 2‐alkylidenetrimethylene carbonate and electron‐deficient indole‐2,3‐quinodimethanes ( IQDMs ). This reaction features exclusive regioselectivity, high yield (up to 98%), excellent enantioselectivity (up to 95% ee), and easy scale‐up without any loss of efficiency, making it valuable for the synthesis of indole‐fused eight‐membered oxa‐rings.
Authors
- Xinhao Lu (ORCID: https://orcid.org/0009-0002-3191-6823)
- Wei‐Ping Deng (ORCID: https://orcid.org/0000-0002-4232-1318)
- Yang‐Zi Liu (ORCID: https://orcid.org/0000-0001-6702-4507)
- Yi-Xiang Wang (ORCID: https://orcid.org/0000-0002-4021-4228)
- Chenghan He
Institutions
- Zhejiang Normal University (CN)
- East China University of Science and Technology (CN)
- Chinese University of Hong Kong, Shenzhen (CN)
Publication Details
- Journal
- Chinese Journal of Chemistry
- Published
- 2024-09-16
- DOI
- https://doi.org/10.1002/cjoc.202400764
- Citations
- 15
- Primary Topic
- Catalytic Alkyne Reactions
- Type
- article
- Field-Weighted Citation Impact
- 3.75
Funders
- National Natural Science Foundation of China
- Zhejiang Normal University