State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University , Nanjing 210093, China.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry , Shanghai 200032, China.
J Org Chem. 2017 Sep 15;82(18):9305-9311. doi: 10.1021/acs.joc.7b01054. Epub 2017 Aug 24.
Domino-fluorination-protodefluorination decarboxylative cross-coupling of α-keto acids with styrene has been developed via photoredox catalysis. The critical part of this strategy is the formation of the carbon-fluorine (C-F) bond by the capture of a carbon-centered radical intermediate, which will overcome side reactions during the styrene radical functionalization process. Experimental studies have provided evidence indicating a domino-fluorination-protodefluorination pathway with α-keto acid initiating the photoredox cycle. The present catalytic protocol also affords a novel approach for the construction of α,β-unsaturated ketones under mild conditions.
通过光氧化还原催化，开发了一种α-酮酸与苯乙烯的多米诺-氟化-脱氟化去羧基交叉偶联反应。该策略的关键部分是通过捕获碳中心自由基中间体形成碳-氟（C-F）键，这将克服苯乙烯自由基官能化过程中的副反应。实验研究提供了证据，表明α-酮酸引发光氧化还原循环的多氟代-脱氟代途径。本催化方案还为在温和条件下构建α,β-不饱和酮提供了一种新方法。
