Palladium-Catalyzed Dearomative Heck/C–H Activation/[4 + 2] Decarboxylative Cyclization of C2-Tethered Indoles
We herein report a palladium-catalyzed dearomative Heck/C(sp<sup>2</sup>)-H activation/[4 + 2] decarboxylative cyclization of C2-tethered indoles. In this transformation, the alkylpalladium(II) species generated by indole dearomatization undergoes C-H activation to form <i>C</i>,<i>C</i>-palladacycles, which are subsequently trapped by <i>o</i>-bromobenzoic acids or cyclic β-bromoacrylic acids, enabling regio- and diastereoselective construction of hexacyclic and octocyclic fused indolines with a broad substrate scope.
Authors
- Yun Teh S. Liang (ORCID: https://orcid.org/0000-0002-2550-9220)
- Shuyi Guo (ORCID: https://orcid.org/0000-0001-7860-0661)
- Yuan Yang (ORCID: https://orcid.org/0000-0002-9061-1758)
- Liwei Zhou (ORCID: https://orcid.org/0000-0001-5666-8315)
- Rui Liu (ORCID: https://orcid.org/0000-0002-7916-3675)
Institutions
- Changsha Medical University (CN)
- Hunan Normal University (CN)
- Ministry of Education (BD)
- Hunan Agricultural University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-09-05
- DOI
- https://doi.org/10.1021/acs.joc.5c01929
- Citations
- 3
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Hunan Province
- Science and Technology Program of Hunan Province
- Scientific Research Foundation of Hunan Provincial Education Department
- National College Students Innovation and Entrepreneurship Training Program
- Training Program for Excellent Young Innovators of Changsha