Palladium-Catalyzed Carboxylate-Assisted Ethoxycarboxylation of Aromatic Acids To Synthesize Monoethyl Phthalate Derivatives with Ethyl Bromodifluoroacetate

Na Tao, Jie Wang, Chunchen Yuan, Runsheng Zeng*, and Ying-Sheng Zhao*

*College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China, Email: yszhaosuda.edu.cn, zengrunshengsuda.edu.cn

N. Tao, J. Wang, C. Yuan, R. Zeng, Y.-S. Zhao, Org. Lett., 2019, 21, 8607-8610.

DOI: 10.1021/acs.orglett.9b03196

---

see article for more reactions

Abstract

Ethyl bromodifluoroacetate as carbonyl source enables an efficient direct carbonation of aromatic acids to yield monoalkyl phthalate derivatives in good yields. A broad range of substrates bearing various functional groups were tolerated.

see article for more examples

proposed mechanism

---

---

Key Words

carboxylation, copper salts, oxygen

---

ID: J54-Y2019