Trifluoroethoxy group as a leaving group for regioselective sequential substitution reactions of 5-trifluoromethylpyrimidine derivative with heteroatom nucleophiles
1
Research Laboratory, TOSOH F-TECH, Inc., 4988 Kaisei-cho, Shunan, Yamaguchi 746-0006, Japan
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Publication type: Journal Article
Publication date: 2015-11-01
scimago Q3
wos Q3
SJR: 0.333
CiteScore: 3.7
Impact factor: 1.9
ISSN: 00221139, 18733328
Organic Chemistry
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Environmental Chemistry
Abstract
Highly regioselective substitution reaction of 2,4-bis(2,2,2-trifluoroethoxy)-5-(trifluoromethyl)pyrimidine (TFEFP) with aniline derivatives smoothly proceeded firstly at the 2-postion. For the subsequent nucleophilic substitution at the 4-position with alkoxides, trifluoroethoxy group at the 4-position serves as a practically efficient leaving group.
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Kagawa T., Shigehiro D., KAWADA K. Trifluoroethoxy group as a leaving group for regioselective sequential substitution reactions of 5-trifluoromethylpyrimidine derivative with heteroatom nucleophiles // Journal of Fluorine Chemistry. 2015. Vol. 179. pp. 150-158.
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Kagawa T., Shigehiro D., KAWADA K. Trifluoroethoxy group as a leaving group for regioselective sequential substitution reactions of 5-trifluoromethylpyrimidine derivative with heteroatom nucleophiles // Journal of Fluorine Chemistry. 2015. Vol. 179. pp. 150-158.
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TY - JOUR
DO - 10.1016/j.jfluchem.2015.07.016
UR - https://doi.org/10.1016/j.jfluchem.2015.07.016
TI - Trifluoroethoxy group as a leaving group for regioselective sequential substitution reactions of 5-trifluoromethylpyrimidine derivative with heteroatom nucleophiles
T2 - Journal of Fluorine Chemistry
AU - Kagawa, Takumi
AU - Shigehiro, Daiki
AU - KAWADA, KOSUKE
PY - 2015
DA - 2015/11/01
PB - Elsevier
SP - 150-158
VL - 179
SN - 0022-1139
SN - 1873-3328
ER -
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@article{2015_Kagawa,
author = {Takumi Kagawa and Daiki Shigehiro and KOSUKE KAWADA},
title = {Trifluoroethoxy group as a leaving group for regioselective sequential substitution reactions of 5-trifluoromethylpyrimidine derivative with heteroatom nucleophiles},
journal = {Journal of Fluorine Chemistry},
year = {2015},
volume = {179},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016/j.jfluchem.2015.07.016},
pages = {150--158},
doi = {10.1016/j.jfluchem.2015.07.016}
}