Base-Catalyzed Intramolecular Defluorination/O-Arylation Reaction for the Synthesis of 3-Fluoro-1,4-oxathiine 4,4-Dioxide
Lei Kang, Jinlong Zhang, Huameng Yang, Jinlong Qian*, Gaoxi Jiang*
*Suzhou Research Institute, Lanzhou Institute of Chemical Physics, Chinese Academy
of Sciences, Lanzhou 730000, P. R. of China, Email: q124802q
163.com,
gxjianglicp.cas.cn
L. Kang, J. Zhang, H. Yang, J. Qian, G. Jiang, Synlett, 2021, 32, 785-789.
DOI: 10.1055/a-1387-8862
see article for more reactions
Abstract
A base-catalyzed intramolecular defluorination/O-arylation of readily available α-fluoro-β-one-sulfones provides a series of 3-fluoro-1,4-oxathiine 4,4-dioxide derivatives in very good yields. This process is triggered by a catalytic amount of tetramethylguanidine (TMG) as base and molecular sieves as both an adsorbent to remove HF acid and an activator to assist C-F bond cleavage.
see article for more examples
Key Words
base catalysis, defluorination, O-arylation, metal-free reactions, 1,4-oxathiines, benzo-fused S-heterocycles, benzo-fused O-heterocycles
ID: J72-Y2021
