Copper-Catalyzed Radical Cascade Difluoromethylation/Cyclization of 2-(3-Arylpropioloyl)benzaldehydes: A Route to Difluoromethylated Naphthoquinones
Copper-Catalyzed Radical Cascade Difluoromethylation/Cyclization of 2-(3-Arylpropioloyl)benzaldehydes: A Route to Difluoromethylated Naphthoquinones
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2-(3-芳基丙炔酰基)苯甲醛的铜催化自由基级联二氟甲基化/环化：生成二氟甲基化萘醌的途径
DOI：
10.1021/acs.joc.7b00964
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发表时间：
2017
影响因子：
3.6
通讯作者：
Zhu Gangguo
中科院分区：
文献类型：
--
作者：
Zhang Yan;Ye Shangyi;Ji Mingming;Li Lisha;Guo Dongmei;Zhu Gangguo
开发了一种新型铜催化的 2-(3-芳基丙炔酰基)苯甲醛级联二氟甲基化/环化反应。该方法提供了一种从容易获得的起始材料开始，在一锅中有效且直接地获得结构多样的二氟甲基化萘醌的方法。该反应代表了内部炔烃的首次反式酰基二氟甲基化，其特点是醛作为烯基加成的受体。此外，该方案还可以在相同的反应条件下获得单氟甲基化萘醌和二氟甲基化茚满酮。
A novel copper-catalyzed cascade difluoromethylation/cyclization of 2-(3-arylpropioloyl)benzaldehydes has been developed. This method affords an efficient and straightforward access to structurally diverse difluoromethylated naphthoquinones in one pot, starting from readily available starting materials. The reaction represents the firsttrans-acyldifluoromethylation of internal alkynes, which features aldehydes as acceptors for the addition of alkenyl radicals. Furthermore, this protocol can also access to monofluoromethylated naphthoquinone and difluoromethylated indanones in the same reaction condition.