一种用于直接二氟甲基化的新型试剂。
A new reagent for direct difluoromethylation.
机构信息
Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
出版信息
J Am Chem Soc. 2012 Jan 25;134(3):1494-7. doi: 10.1021/ja211422g. Epub 2012 Jan 13.
Abstract
Molecular scaffolds containing alkylfluorine substituents are desired in many areas of chemical research from materials to pharmaceuticals. Herein, we report the invention of a new reagent (Zn(SO(2)CF(2)H)(2), DFMS) for the innate difluoromethylation of organic substrates via a radical process. This mild, operationally simple, chemoselective, and scalable difluoromethylation method is compatible with a range of nitrogen-containing heteroarene substrates of varying complexity as well as select classes of conjugated π-systems and thiols. Regiochemical comparisons suggest that the CF(2)H radical generated from the new reagent possesses nucleophilic character.
摘要
含烷基氟取代基的分子支架在化学研究的许多领域都有需求，从材料到制药。在此，我们报告了一种新试剂（Zn(SO2CF2H)2，DFMS）的发明，该试剂通过自由基过程可用于有机底物的固有二氟甲基化。这种温和、操作简单、化学选择性好且可规模化的二氟甲基化方法与各种复杂程度的含氮杂环芳烃底物以及选择的共轭π-体系和硫醇类底物兼容。区域化学比较表明，新试剂生成的 CF2H 自由基具有亲核性。
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