Dual Role of (NH₄)₂CO₃ Enables Defluorinative Synthesis of

βFluoroalkylated Aminovinyl Ketones

Yu-Lan Chen (陈玉兰),^a Wei Han,^a Man-Hang Feng,^a Peng-Yuan Zhang,^a Mengtao Ma,^b Zhi-Liang Shen,*^,a and Xue-Qiang Chu*^,a

^a Technical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.

^b Department of Chemistry and Materials Science, College of Science, Nanjing Forestry University, Nanjing 210037, China.

Abstract: A modular multicomponent reaction of readily available fluoroalkyl alkenes, amidines, ammonium carbonate, and water was developed for the facile construction of β-fluoroalkylated

aminovinyl ketones, which provided chemists a novel access to value-added organofluorine compounds. The reaction proceeded regio-/stereoselectively under mild conditions and exhibited good functional group tolerance. Cheap, stable, and low-toxic inorganic salt (NH₄)₂CO₃ was first found to act as both a nitrogen source and a carbonyl equivalent in the multi-bond-forming process.

Org. Lett. 2022, 24, 9086−9091 (Impact factor: 6.072)

论文链接：https://doi.org/10.1021/acs.orglett.2c03745.