Pitts Cody Ross, Bloom Michelle Sheanne, Bume Desta Doro, Zhang Qinze Arthur, Lectka Thomas
Department of Chemistry , Johns Hopkins University , Baltimore , MD , USA . Email:
Chem Sci. 2015 Sep 1;6(9):5225-5229. doi: 10.1039/c5sc01973g. Epub 2015 Jun 23.
Expanding the repertoire of controlled radical fluorination techniques, we present a photosensitized unstrained C-C bond activation/directed monofluorination method using Selectfluor and 9-fluorenone. The reaction is amenable to the opening of multiple 1-acetal-2-aryl substituted rings to yield ω-fluoro carboxylic acids, esters, alcohols, and ketones with relative ease. Initial mechanistic insight suggests radical ion intermediates.
我们扩展了可控自由基氟化技术的范围,提出了一种使用Selectfluor和9-芴酮的光敏无张力C-C键活化/定向单氟化方法。该反应相对容易地使多个1-缩醛-2-芳基取代的环开环,生成ω-氟代羧酸、酯、醇和酮。初步的机理研究表明存在自由基离子中间体。