High-yield synthesis of fluorinated benzothiazolyl sulfones: general synthons for fluoro-julia olefinations.

作者: Arun K. Ghosh , Barbara Zajc

DOI: 10.1021/OL060002+

关键词:

摘要: [reaction: see text] General, high-yield tandem electrophilic fluorination and modified Julia olefination for the synthesis of fluoro olefins is reported. A series alpha-fluoro 1,3-benzothiazol-2-yl sulfone-based synthons were synthesized via deprotonation-fluorination. Of critical importance fluorinations heterogeneous reaction conditions, as under homogeneous conditions only starting sulfones recovered. The so obtained subjected to condensations with a variety aldehydes ketones afford high yields regiospecifically fluorinated olefins.

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