Visible-Light-Triggered Radical-Addition/Ring-Opening Cascade Reactions of 2<i>H</i>-Indazoles to Access <i>ortho</i>-Alkoxycarbonylated Azobenzenes
A series of asymmetric azobenzenes have been synthesized by radical-addition/ring-opening cascade reactions from 2<i>H</i>-indazole in the presence of PIFA and alcohols under blue light irradiation and nitrogen protection. Furthermore, a wide range of functional groups were tolerated and the corresponding products were obtained in 30% to 95% isolated yields. The protocol is characterized by its visible-light initiation, avoidance of metals and photocatalysts, mild reaction conditions, and may find potential use in materials science and medicinal chemistry.
Authors
- Dayou Rong
- Yuanyuan Xie (ORCID: https://orcid.org/0000-0001-8482-9948)
- Fenghao Dai
- Yingyan Cao
- Zhenhua Li (ORCID: https://orcid.org/0000-0002-8092-3571)
- Lijun Chen (ORCID: https://orcid.org/0000-0002-8026-1766)
- Longfeng Yuan
- Zhihong Zhao
Institutions
- Zhejiang University of Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-10-08
- DOI
- https://doi.org/10.1021/acs.joc.4c01475
- Primary Topic
- Photochromic and Fluorescence Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Basic Public Welfare Research Program of Zhejiang Province