Electrooxidative dearomatization of biaryls: synthesis of tri- and difluoromethylated spiro[5.5]trienones |
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Authors: | Yan Zhang Chanchan Ma Julia Struwe Jian Feng Gangguo Zhu Lutz Ackermann |
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Institution: | Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Zhejiang Normal University, China.; Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Germany, |
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Abstract: | Radical spirocyclization via dearomatization has emerged as an attractive strategy for the rapid synthesis of structurally diverse spiro molecules. We report the use of electrochemistry to perform an oxidative dearomatization of biaryls leading to tri- and difluoromethylated spiro5.5]trienones in a user friendly undivided cell set-up and a constant current mode. The catalyst- and chemical oxidant-free dearomatization procedure features ample scope, and employs electricity as the green and sole oxidant.Radical spirocyclization via dearomatization has emerged as an attractive strategy for the rapid synthesis of structurally diverse spiro molecules. |
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