Dearomative Cyclization/Spirocyclization via Electrochemical Reductive Hydroarylation of Nonactivated Arenes
An electrochemical cyclization/spirocyclization hydroarylation via reductive dearomatization of a series of nonactivated arenes including <i>N</i>-substituted indoles, indole-3-carboxamide derivatives, and iodo-substituted benzamides is described. This protocol boasts high atom efficiency, broad substrate applicability, and excellent selectivity. Utilizing a simple undivided cell, various nonactivated arenes undergo cyclization/spirocyclization through the intramolecular addition of aryl radicals to an aromatic ring, yielding 50 indolines, spirocyclizative hydroarylation products, and phenanthridinones.
Authors
- Ying‐Ming Pan (ORCID: https://orcid.org/0000-0002-3625-7647)
- Changjun Huang (ORCID: https://orcid.org/0000-0002-5211-9367)
- Ye Zhang (ORCID: https://orcid.org/0000-0002-6903-5602)
- Mu‐Xue He (ORCID: https://orcid.org/0000-0001-8725-1264)
- Yi Wu (ORCID: https://orcid.org/0000-0002-6969-4552)
- Zu‐Yu Mo (ORCID: https://orcid.org/0000-0002-9900-4022)
- Lei Gao (ORCID: https://orcid.org/0009-0006-1433-3887)
- Xian‐Li Ma (ORCID: https://orcid.org/0000-0003-4146-8366)
- Fang-Yao Li (ORCID: https://orcid.org/0000-0002-3320-3168)
Institutions
- Guangxi University (CN)
- Guilin Medical University (CN)
- Guangxi Normal University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-14
- DOI
- https://doi.org/10.1021/acs.orglett.4c02862
- Citations
- 2
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.50
Funders
- Natural Science Foundation of Guangxi Zhuang Autonomous Region
- Guangxi Normal University
- Guilin Scientific Research and Technology Development Plan