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Synthesis of Gem-Difluorinated Fused Quinolines via Visible Light-Mediated Cascade Radical Cyclization. 2016

Tiebo Xiao, and Linyong Li, and Yang Xie, and Zong-Wan Mao, and Lei Zhou
School of Chemistry and Chemical Engineering, Sun Yat-Sen University , 135 Xingang West Road, Guangzhou 510275, China.

A facile synthesis of gem-difluorinated fused quinolines via visible light-mediated cascade radical cyclization between functionalized difluoromethyl chlorides and alkenes was developed. Various highly functionalized fused quinolines were assembled in moderate to good yields under very mild reaction conditions. The reaction extends the applications of chlorodifluoroacetic acid as the gem-difluoromethylenated building block by simple derivatization, especially in the synthesis of gem-difluorinated fused heterocyclic rings, which are difficult to access with existing methods.

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