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Regioselective Synthesis of N‐Heteroaromatic Trifluoromethoxy Compounds by Direct O−CF 3 Bond Formation
Author(s) -
Liang Apeng,
Han Shuaijun,
Liu Zhenwei,
Wang Liang,
Li Jingya,
Zou Dapeng,
Wu Yangjie,
Wu Yusheng
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201505181
Subject(s) - regioselectivity , reagent , chemistry , heteroatom , combinatorial chemistry , organic chemistry , catalysis , ring (chemistry)
The first one‐step method for the synthesis of ortho ‐N‐heteroaromatic trifluoromethoxy derivatives by site‐specific O−CF 3 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.