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Photoredox-Catalyzed Addition of Dibromofluoromethane to Alkenes: Direct Synthesis of 1-Bromo-1-fluoroalkanes
Organic Letters ( IF 5.2 ) Pub Date : 2021-03-05 , DOI: 10.1021/acs.orglett.1c00639
Feng Chen 1 , Xiu-Hua Xu 1 , Feng-Ling Qing 1
Affiliation  

Reported herein is a direct and efficient route to 1-bromo-1-fluoroalkanes through the reaction of unactivated alkenes with dibromofluoromethane under photoredox catalysis. The key to the success of these addition reactions is the employment of a suitable photoredox catalyst. In particular, hydro- and bromo-bromofluoromethylated products were chemoselectively formed using THF and DMF/H2O as solvents, respectively. Furthermore, the synthetic application of the prepared 1-bromo-1-fluoroalkanes has been demonstrated by their transformation into a variety of fluorine-containing compounds.

中文翻译:

光氧化还原催化的二溴氟甲烷与烯烃的加成反应:1-溴-1-氟烷烃的直接合成

本文报道的是在光氧化还原催化下,未活化的烯烃与二溴氟甲烷的反应,是直接有效的途径生成1-溴-1-氟烷烃。这些加成反应成功的关键是采用合适的光氧化还原催化剂。特别地,分别使用THF和DMF / H 2 O作为溶剂,化学选择性地形成氢溴和溴溴氟甲基化产物。此外,已制备的1-溴-1-氟代烷烃的合成应用已通过其转化为多种含氟化合物得到了证明。
更新日期:2021-03-19
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