Zhu Chuan, Zhang Yu-Feng, Liu Ze-Yao, Zhou Lu, Liu Haidong, Feng Chao
Institute of Advanced Synthesis , School of Chemistry and Molecular Engineering , Nanjing Tech University , Nanjing 211816 , P. R. China . Email:
Chem Sci. 2019 May 28;10(27):6721-6726. doi: 10.1039/c9sc01336a. eCollection 2019 Jul 21.
The catalytic C-F bond carboxylation of organofluorines with CO gas remains a challenging problem in synthetic chemistry. Here, we describe a selective defluorinative carboxylation of -difluoroalkenes through photoredox/palladium dual catalysis. The C-F bond activation is enabled by single electron reduction through photoredox catalysis to generate a fluorovinyl radical, which subsequently participates in an unprecedented palladium-catalyzed carboxylation. This novel C-F functionalization proved applicable to a wide range of substituted -difluoroalkenes, providing a rapid access to valuable α-fluoroacrylic acids.
在合成化学中，利用一氧化碳气体对有机氟化物进行催化碳 - 氟键羧基化仍然是一个具有挑战性的问题。在此，我们描述了通过光氧化还原/钯双催化对β - 二氟烯烃进行选择性脱氟羧基化反应。通过光氧化还原催化的单电子还原实现碳 - 氟键活化，生成氟代乙烯基自由基，该自由基随后参与前所未有的钯催化羧基化反应。这种新型的碳 - 氟官能团化反应被证明适用于多种取代的β - 二氟烯烃，能够快速合成有价值的α - 氟代丙烯酸。
