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

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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
Organic Letters ( IF 4.9 ) Pub Date : 2017-09-21 00:00:00 , DOI: 10.1021/acs.orglett.7b02453
Qiang Meng ₁ , Fei Chen ₁ , Wei Yu ₁ , Bing Han ₁

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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.

中文翻译：

1,7-烯炔的铜催化环化级联朝向三氟甲基-取代的1' ħ -螺[氮杂环丙烯-2,4'-喹啉] -2'（3' ħ） -酮

对于含有三氟甲基的合成的新方法“ ħ -螺[氮杂环丙烯-2,4'-喹啉] -2'（3' ħ）由CF -酮₃的-基团触发串联反应苯联1描述了，7-烯炔。该方案使用1-三氟甲基-1，2-苯并恶唑作为三氟甲基化试剂，并使用TMSN ₃作为胺化试剂。通过该方法，各种潜在生物活性三氟甲基化1' ħ -螺[氮杂环丙烯-2,4'-喹啉] -2'（3' ħ） -酮是通过自由基级联过程轻便合成。

更新日期：2017-09-21

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