Dual Role of (NH4)2CO3Enables Defluorinative Synthesis of
βFluoroalkylated Aminovinyl Ketones
Yu-Lan Chen(陈玉兰),aWei Han,aMan-Hang Feng,aPeng-Yuan Zhang,aMengtao Ma,bZhi-Liang Shen,*,aand Xue-Qiang Chu*,a
aTechnical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.
bDepartment 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 ofβ-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)2CO3was 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.