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Copper-Catalyzed Cascade Cyclization of 1,7-Enynes toward Trifluoromethyl-Substituted 1'H-Spiro[azirine-2,4'-quinolin]-2'(3'H)-ones. 2017

Qiang Meng, and Fei Chen, and Wei Yu, and Bing Han
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University , Lanzhou, 730000, P. R. China.

A novel method for the synthesis of trifluoromethyl-containing 1'H-spiro[azirine-2,4'-quinolin]-2'(3'H)-ones by a CF3-radical-triggered tandem reaction of benzene-linked 1,7-enynes is described. This protocol utilizes 1-trifluoromethyl-1,2-benziodoxole as the trifluoromethylating reagent and TMSN3 as the aminating reagent. By this method, various potentially bioactive trifluoromethylated 1'H-spiro[azirine-2,4'-quinolin]-2'(3'H)-ones were facilely synthesized via a radical cascade process.

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