volume 18 issue 24 pages 6630-6636

Solvent- and halide-free synthesis of pyridine-2-yl substituted ureas through facile C–H functionalization of pyridine N-oxides

Publication typeJournal Article
Publication date2016-10-07
scimago Q1
wos Q1
SJR1.928
CiteScore16.1
Impact factor9.2
ISSN14639262, 14639270
Environmental Chemistry
Pollution
Abstract
A novel solvent- and halide-free atom-economical synthesis of practically useful pyridine-2-yl substituted ureas utilizes easily accessible or commercially available pyridine N-oxides (PyO) and dialkylcyanamides. The observed C–H functionalization of PyO is suitable for the good-to-high yielding synthesis of a wide range of pyridine-2-yl substituted ureas featuring electron donating and electron withdrawing, sensitive, or even fugitive functional groups at any position of the pyridine ring (63–92%; 19 examples). In the cases of 3-substituted PyO, the C–H functionalization occurs regioselectively providing a route for facile generation of ureas bearing a 5-substituted pyridine-2-yl moiety.
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GOST Copy
Rassadin V. A. et al. Solvent- and halide-free synthesis of pyridine-2-yl substituted ureas through facile C–H functionalization of pyridine N-oxides // Green Chemistry. 2016. Vol. 18. No. 24. pp. 6630-6636.
GOST all authors (up to 50) Copy
Rassadin V. A., Zimin D. P., Raskildina G. Z., Ivanov A. Yu., Boyarskiy V. P., Zlotskii S. S., Kukushkin V. Y. Solvent- and halide-free synthesis of pyridine-2-yl substituted ureas through facile C–H functionalization of pyridine N-oxides // Green Chemistry. 2016. Vol. 18. No. 24. pp. 6630-6636.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1039/C6GC02556K
UR - https://doi.org/10.1039/C6GC02556K
TI - Solvent- and halide-free synthesis of pyridine-2-yl substituted ureas through facile C–H functionalization of pyridine N-oxides
T2 - Green Chemistry
AU - Rassadin, Valentin A
AU - Zimin, Dmitry P
AU - Raskildina, Gulnara Z
AU - Ivanov, Alexander Yu
AU - Boyarskiy, Vadim P
AU - Zlotskii, Semen S
AU - Kukushkin, Vadim Yu.
PY - 2016
DA - 2016/10/07
PB - Royal Society of Chemistry (RSC)
SP - 6630-6636
IS - 24
VL - 18
SN - 1463-9262
SN - 1463-9270
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2016_Rassadin,
author = {Valentin A Rassadin and Dmitry P Zimin and Gulnara Z Raskildina and Alexander Yu Ivanov and Vadim P Boyarskiy and Semen S Zlotskii and Vadim Yu. Kukushkin},
title = {Solvent- and halide-free synthesis of pyridine-2-yl substituted ureas through facile C–H functionalization of pyridine N-oxides},
journal = {Green Chemistry},
year = {2016},
volume = {18},
publisher = {Royal Society of Chemistry (RSC)},
month = {oct},
url = {https://doi.org/10.1039/C6GC02556K},
number = {24},
pages = {6630--6636},
doi = {10.1039/C6GC02556K}
}
MLA
Cite this
MLA Copy
Rassadin, Valentin A., et al. “Solvent- and halide-free synthesis of pyridine-2-yl substituted ureas through facile C–H functionalization of pyridine N-oxides.” Green Chemistry, vol. 18, no. 24, Oct. 2016, pp. 6630-6636. https://doi.org/10.1039/C6GC02556K.