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

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journal contribution
posted on 2017-01-18, 00:00 authored by Cheng-Qiang Wang, Lu Ye, Chao Feng, Teck-Peng Loh
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.

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