Visible-Light-Induced Multifunctionalization Reaction of <i>o</i>-Alkenyl Aromatic Isocyanides, Sulfur Ylide, and Fluorinated Alcohols: Direct Synthesis of 3-Fluoroalkyl-Substituted Indoles
A visible-light-induced multicomponent tandem cyclization of <i>o</i>-alkenyl aromatic isocyanides with fluorinated alcohols and sulfur ylides as carbon radical precursors was developed for the first time. This reaction provides an efficient method for the construction of 3-fluoroalkyl-substituted indoles from readily available acyclic starting materials with the formation of two C-O bonds and two C-C bonds in a single step. Further applications, including synthesis of 2-(1<i>H</i>-indol-2-yl)-1,4-diphenylbutane-1,4-diol,2-(thiophen-3-yl/1<i>H</i>-pyrrol-3-yl)-1<i>H</i>-indoles and 9<i>H</i>-carbazole, demonstrated the tremendous potential of the multicomponent reaction.
Authors
- Xue‐Cen Xu
- Yuxuan Meng
- Yue Gong (ORCID: https://orcid.org/0000-0002-5764-3117)
- Yu‐Long Zhao (ORCID: https://orcid.org/0000-0001-6577-1074)
- Jie Wang (ORCID: https://orcid.org/0000-0002-1992-6298)
Institutions
- Northeast Normal University (CN)
- Laboratoire de Synthèse Organique (FR)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-09-20
- DOI
- https://doi.org/10.1021/acs.joc.5c01645
- Citations
- 6
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 5.62