State Key Laboratory of Bioengineering Reactor, Shanghai Key Laboratory of New Drug Design, and School of Pharmacy, East China University of Science and Technology , 130 Mei-long Road, Shanghai 200237, China.
Department of Chemistry and Chemical Biology, University of New Mexico , Albuquerque, New Mexico 87131-0001, United States.
Org Lett. 2017 Nov 17;19(22):6052-6055. doi: 10.1021/acs.orglett.7b02759. Epub 2017 Nov 8.
A Co(OAc)-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.
一种 Co(OAc)催化的 2-(炔丙基氨基)吡啶的三氟甲基化和随后的 C(3)-选择性芳基化反应已经被开发出来。一种新的 6-endo-dig 环化反应涉及到吡啶的前所未有的 C(3)-选择性芳基化，而不是通常观察到的与“N”的 5-exo-dig 环化。此外，该研究还提出了首例在缺电子的氮杂芳烃中安装三氟甲基的方法。该过程提供了一种高效的级联方法，用于构建具有广泛底物范围的新型三氟甲基化 1,8-萘啶结构。
