C–F Bond Cleavage Enabled Redox-Neutral [4+1] Annulation via C–H Bond Activation

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• 作者：Cheng-Qiang Wang ; Lu Ye ; Chao FengTeck-Peng Loh
• 刊名：Journal of the American Chemical Society
• 出版年：2017
• 出版时间：February 8, 2017
• 年：2017
• 卷：139
• 期：5
• 页码：1762-1765
• 全文大小：423K
• ISSN：1520-5126

文摘

Using α,α-difluoromethylene alkyne as a nontraditional one-carbon reaction partner, a synthetically novel method for the construction of isoindolin-1-one derivatives via Rh(III)-catalyzed [4+1] annulation reaction is reported. The 2-fold C–F bond cleavage not only enables the generation of desired product under an overall oxidant-free condition but also results in a net migration of carbon–carbon triple bond. In addition, the present reaction protocol exhibits a tolerance of a wide spectrum of functional groups due to the mild reaction conditions employed.