Synthesis of fluorinated triazole and isoxazole derivatives by electrochemical fluorination
Synthesis of fluorinated triazole and isoxazole derivatives by electrochemical fluorination
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DOI：
10.1016/j.tet.2016.07.016
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发表时间：
2016-09-01
期刊：
影响因子：
2.1
通讯作者：
Fuchigami, Toshio
中科院分区：
文献类型：
--
作者：
Kuribayashi, Shunsuke;Shida, Naoki;Fuchigami, Toshio
以含芳硫基的全炔为原料，以Cu(I)催化叠氮-炔环加成（CuAAC）与叠氮苄基叠氮为催化剂，采用阳极氟化法合成了部分氟化三唑衍生物。另外还研究了氟化三唑的另一种途径，即由上述炔和叠氮化物的高级CuAAC制备的三唑衍生物的阳极氟化。结果表明，这两种方法在合成新的单氟甲基三唑和二氟甲基三唑衍生物方面是相辅相成的。此外，还证实了Cu(I)催化氟化炔和咪酰氯合成异恶唑。(C) 2016 Elsevier Ltd.版权所有。
Partially fluorinated triazole derivatives were synthesized through anodic fluorination of allcynes having arylthio group and following Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) with benzyl azide. The other route toward the fluorinated triazoles, namely the anodic fluorination of triazole derivatives once prepared by advanced CuAAC of the alkyne and azide above was also investigated. It was shown that these two routes are mutually complementary methodology for the synthesis of new mono- and difluoromethyltriazole derivatives. Furthermore, Cu(I)-catalyzed isoxazole synthesis from fluorinated alkynes and imidoyl chloride was demonstrated. (C) 2016 Elsevier Ltd. All rights reserved.