Stereoselective Synthesis of (Z)-2-Bromo-2-CF3-Vinyl Phenyl Sulfide and its Sonogashira Cross-Coupling Reaction
2019; Thieme Medical Publishers (Germany); Volume: 30; Issue: 07 Linguagem: Inglês
10.1055/s-0037-1611750
ISSN1437-2096
AutoresYui Fukuda, Takumi Kikumura, Saki Sakoda, Genki Ikeda, Yuki Nakamura, Masakazu Dojyo, Yasunori Yamada, Takeshi Hanamoto,
Tópico(s)Chemical Synthesis and Analysis
ResumoA practical synthesis of (Z)-2-bromo-2-CF3-vinyl phenyl sulfide from 2-CF3-vinyl phenyl sulfide was achieved using bromine (Br2) in the presence of LiBr and LiOAc in AcOH in one flask. This method affords a stereodefined product in high yield under mild conditions. The synthetic application of the product was briefly examined, providing a wide range of Sonogashira cross-coupling products using terminal acetylenes as a coupling partner.
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