Co(OAc)2-Catalyzed Trifluoromethylation and C(3)-Selective Arylation of 2-(Propargylamino)pyridines via a 6-Endo-Dig Cyclization,Organic Letters

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Co(OAc)2-Catalyzed Trifluoromethylation and C(3)-Selective Arylation of 2-(Propargylamino)pyridines via a 6-Endo-Dig Cyclization
Organic Letters ( IF 4.9 ) Pub Date : 2017-11-08 00:00:00 , DOI: 10.1021/acs.orglett.7b02759
Jianjun Li ₁ , Yifan Lei ₁ , Yang Yu ₁ , Cong Qin ₁ , Yiwei Fu ₁ , Hao Li ₁ , Wei Wang _{1,

2}

Affiliation

A Co(OAc)₂-catalyzed trifluoromethylation and subsequent C(3)-selective arylation of 2-(propargylamino)pyridines has been developed. A new 6-endo-dig cyclization involving an unprecedented C(3) selective arylation of the pyridines instead of a commonly observed 5-exo-dig cyclization with “N” is realized. Moreover, the study presents the first case of the installation of a trifluoromethyl group into electron-deficient azaarenes. The process delivers an efficient cascade approach to new trifluoromethylated 1,8-naphthyridine structures with a broad substrate scope.

中文翻译：

Co（OAc）₂催化三氟甲基化和2-（Propargylamino）吡啶通过6 -Endo-Dig环化的C（3）选择性芳基化。

已经开发了Co（OAc）₂催化的三氟甲基化和随后的2-（炔丙基氨基）吡啶的C（3）-选择性芳基化。一个新的6 -end-dig环化涉及前所未有的吡啶的C（3）选择性芳基化，而不是通常观察到的带有“ N”的5 -exo-dig环化。此外，该研究提出了在缺乏电子的氮杂芳烃中安装三氟甲基的第一种情况。该方法为具有宽底物范围的新型三氟甲基化1,8-萘啶结构提供了一种有效的级联方法。

更新日期：2017-11-08

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