RhIII-Catalyzed C–H N-Heteroarylation and Esterification Cascade of Carboxylic Acid with Organoboron Reagents and 1,2-Dichloroethane in One-Pot Synthesis
- Resource Type
- Article
- Authors
- Wang, Huai-Wei; Wu, Jia-Xue; Huang, Xian-Qiang; Li, Da-Cheng; Wang, Su-Na; Lu, Yi; Dou, Jian-Min
- Source
- Organic Letters; August 2022, Vol. 24 Issue: 31 p5704-5709, 6p
- Subject
- Language
- ISSN
- 15237060; 15237052
A RhIII-catalyzed C(sp2)–H N-heteroarylation and esterification cascade of aryl carboxylic acids with N-heteroaromatic boronates and 1,2-dichloroethane in a one-pot synthesis has been disclosed. The strong coordinating ability of ortho- and meta-substituted pyridine boronates and pyrazoles as well as unsubstituted pyrimidine allows them to serve as the coupling partners. This protocol allows late-stage modification of the key precursor of roflumilast and compounds of pharmaceutical interest, which highlights the potential application of this synthetic method.