季全碳中心的构筑一直是有机合成中的难点和热点,其中以廉价三级溴代烷为原料,通过分子间C(sp-3)—C(sp-3)键形成来合成该类季全碳中心更是鲜有报道.采用廉价锌粉作为还原性自由基引发剂,诱导三级溴代烷形成叔碳自由基,进而实现用烯烃捕获该自由基的策略来高效构筑C(sp-3)—C(sp-3)键季全碳中心.
The construction of the quaternary carbon center has been a difficult and hot issue in organic synthesis. In particular, the synthesis of quaternary carbon center by the formation of the intermolecular C (sp3)-C(sp3) bond with cheap tert-alkyl bromides is rarely reported. Recently, our group reported that nickel-catalyzed reductive coupling of aryl bromides with tertiary alkyl halides. Based on this, we proposed that using cheap reductive metal as a free radical initiator, mediated the formation of tertiary carbon free radicals from tert-alkyl bromides, and then the free radical captured by olefin to build C(sp3)-C(sp3) bond quaternary carbon center efficiently. Herein, we report the application of this strategy in constructing quaternary carbon center by Zn powder mediated reductive coupling reaction.