期刊
CHEMICAL COMMUNICATIONS
卷 55, 期 86, 页码 12960-12963出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc06929a
关键词
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资金
- University of Vienna
- OEAD
- University of Basilicata
The new motif - alpha,alpha-difluoromethyl thioamide - has been assembled starting from isothiocyanate (as thioamide precursor) and a formal difluoromethyl-carbanion generated from commercially available TMSCHF2. Upon proper activation of this reagent with potassium tert-amylate, the high-yielding transfer of the difluorinated nucleophile takes place under high chemocontrol. Various sensitive functionalities (e.g. ester, nitrile, nitro, azido groups) can be accommodated across the isothiocyanate core, thus allowing a wide scope. The methodology is highly flexible and adaptable to prepare analogous alpha,alpha-difluoromethyl oxoamides by conveniently using isocyanates as the electrophilic building-blocks.
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