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

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.