TMSCN-Promoted Difunctionalization of Alkenes for the Synthesis of Alcohol Derivatives
A TMSCN-promoted difunctionalization of styrenes with CHCl<sub>3</sub> and TBHP is reported via the radical addition/cross coupling process. A wide range of dichloromethyl<i>-</i>substituted alcohol derivatives were synthesized under transition-metal-free conditions. Besides, this method is also applicable to unactive alkenes. The key to this success lies in the role of TMSCN, which prevents the reaction toward dichloromethylperoxylation of olefins. This represents an alternative approach for synthesizing diverse alcohol derivatives using readily available substrates, holding significant promise in the fields of pharmaceutical chemistry and natural product synthesis.
Authors
- Peng Zhou (ORCID: https://orcid.org/0000-0002-6849-3855)
- Weibing Liu (ORCID: https://orcid.org/0000-0003-4885-1675)
- Duoduo Xiao (ORCID: https://orcid.org/0000-0001-9654-9986)
- Jiantao Zhang (ORCID: https://orcid.org/0000-0002-3314-5383)
- Cui Chen (ORCID: https://orcid.org/0000-0003-3863-0406)
- Weiming Zhu (ORCID: https://orcid.org/0000-0002-5841-3655)
- Renhua Su
Institutions
- Guangdong University of Petrochemical Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-08-15
- DOI
- https://doi.org/10.1021/acs.joc.4c00870
- Citations
- 5
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 1.25
Funders
- National Natural Science Foundation of China
- Department of Education of Guangdong Province