Institute for Organic Chemistry, Westfälische Wilhelms-Universität Münster , Corrensstrasse 40, 48149 Münster, Germany.
J Am Chem Soc. 2016 Apr 20;138(15):5004-7. doi: 10.1021/jacs.6b01183. Epub 2016 Apr 7.
Molecular editing with fluorine is a validated strategy for modulating the structure and function of organic systems. In the current arsenal of catalytic dihalogenation technologies, the direct generation of the vicinal difluoride moiety from simple olefins without a prefunctionalization step remains conspicuously absent. Herein we report a catalytic, vicinal difluorination of olefins displaying broad functional group tolerance, using inexpensive p-iodotoluene as the catalyst. Preliminary efforts toward the development of an enantioselective variant are also disclosed.
利用氟进行分子编辑是一种经过验证的策略，可用于调节有机体系的结构和功能。在当前的催化双卤化技术武器库中，直接从未经过预官能化步骤的简单烯烃中生成顺式二氟化物部分仍然明显缺失。在此，我们报告了一种使用廉价的对碘甲苯作为催化剂的烯烃的催化顺式二氟化反应，该反应具有广泛的官能团耐受性。同时还披露了开发对映选择性变体的初步努力。
