PhI(OAc)<sub>2</sub>-Promoted Site-Selective C–H Chlorination of (Hetero)arenes with <i>p</i>-Toluenesulfonyl Chloride
An efficient and practical system for metal-free catalytic chlorination of (hetero)arenes by using readily available and inexpensive TsCl and PhI(OAc)<sub>2</sub> is described. This newly developed protocol has been achieved by the nonsymmetric iodane generated by a combination of PhI(OAc)<sub>2</sub> and TsCl. The broad substrate scope, good functional group tolerance, excellent regioselectivity, and short reaction times make this method attractive for the late-stage chlorination of complex drug-like scaffolds.
Authors
- Yaorong Liu
- Xingxian Zhang (ORCID: https://orcid.org/0000-0003-4474-7600)
- Zhuo Zhang (ORCID: https://orcid.org/0009-0002-1101-0012)
- Baojie Qiu
- Junyang Tang (ORCID: https://orcid.org/0000-0003-1258-4544)
Institutions
- Zhejiang University of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-07
- DOI
- https://doi.org/10.1021/acs.orglett.4c03017
- Citations
- 6
- Primary Topic
- Oxidative Organic Chemistry Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.50
Funders
- National Natural Science Foundation of China