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Synthesis of gem-difluoromethylenated biflavonoid via the Suzuki coupling reaction |
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| Authors: | Xing Zheng Feng-Ling Qing |
| Institution: | a College of Chemistry and Chemical Engineering, Donghua University, 1882 West Yanan Lu, Shanghai 200051, China b Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China |
| Abstract: | gem-Difluoromethylenated biflavonoid 1 was synthesized via the Suzuki coupling reaction. The key intermediate 6-iodonated flavone 4 was regioselectively synthesized by the use of AgOAc/I2 under mild conditions without handling of a strongly toxic reagent. The key step was the formation of a flavone 3′-boronate 3 using a palladium-catalyzed exchange of the corresponding 3′-iodonated flavone with a diboron reagent. |
| Keywords: | gem-Difluoromethylenated compound Biflavonoid Suzuki reaction |
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