Regioselective Synthesis of N-Heteroaromatic Trifluoromethoxy Compounds by Direct O-CF3 Bond Formation

Chemistry : a European Journal
Yusheng WuYangjie Wu

Abstract

The first one-step method for the synthesis of ortho-N-heteroaromatic trifluoromethoxy derivatives by site-specific O-CF3 bond formation using hydroxylated N-heterocycles and Togni's reagent is described. The approach enables the unprecedented syntheses of a wide range of six or five-membered N-heteroaromatic trifluoromethoxy compounds containing one or two heteroatoms from most commonly used hydroxylated N-heterocycles. Notable advantages of this method include its simplicity and mild conditions, avoidance of the need for metals or toxic reagents, and compatibility with a variety of functional groups. Furthermore, this method is especially suitable for the larger scale application.

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Citations

Jul 14, 2017·The Journal of Organic Chemistry·Yang GengYangjie Wu
Jun 10, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Riadh ZribaEmmanuel Magnier
Apr 17, 2018·Chemical Communications : Chem Comm·Fei CongPingping Tang
Jul 8, 2016·Angewandte Chemie·Qing-Wei ZhangJohn F Hartwig
Jun 12, 2018·Angewandte Chemie·Basudev Sahoo, Matthew N Hopkinson
Nov 11, 2017·Angewandte Chemie·Xiaohuan JiangPingping Tang
Aug 8, 2018·Angewandte Chemie·Haodong YangPingping Tang
Jul 29, 2016·Angewandte Chemie·Anis TliliThierry Billard
Jan 11, 2019·Chemical Science·Feng WangPingping Tang
Feb 8, 2020·Nature Communications·Yan LiPingping Tang
May 24, 2020·Nature Communications·Zhijie DengPingping Tang
May 14, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Taras M Sokolenko, Yurii L Yagupolskii
Nov 27, 2020·Chemistry : a European Journal·Jorna KalimAntonio Togni
Jun 8, 2021·Chemistry : a European Journal·Stefan DixMatthew N Hopkinson
Sep 17, 2019·Organic Letters·Yu-Ming YangZhen-Yu Tang
Oct 30, 2018·Journal of the American Chemical Society·Jie LiuPingping Tang
May 23, 2018·Journal of the American Chemical Society·Min ZhouJinbo Hu
Aug 6, 2019·Journal of the American Chemical Society·Elizabeth A MeucciMelanie S Sanford
Jul 3, 2020·Organic Letters·Xiaohuan Jiang, Pingping Tang

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