“Urea to Urea” Approach: Access to Unsymmetrical Ureas Bearing Pyridyl Substituents
Kirill K Geyl
1
,
Sergey V Baykov
1
,
Publication type: Journal Article
Publication date: 2022-03-08
scimago Q1
wos Q1
SJR: 0.930
CiteScore: 8.0
Impact factor: 4.0
ISSN: 16154150, 16154169
General Chemistry
Abstract
A protocol for the synthesis of unsymmetrical ureas substituted by pyridyl/quinolinyl moiety has been developed. This method concluded in metal‐ and base‐free reamination of N,N‐dimethyl‐N‘‐hetaryl ureas with a wide range of aryl and alkyl amines. The isolated yields vary from 40 to 96% depending on the nucleophilicity of the amines. The scope of this method includes more than 50 examples. The reaction is not hindered by either donor or acceptor groups as well as diverse functionalities. The synthesis can be easily scaled to gram quantities. Theoretical calculations supported by experimental data allowed us to propose a plausible mechanism for the process. This reaction takes place through the intermediate formation of hetaryl isocyanate.
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Total citations:
13
Citations from 2024:
5
(38.46%)
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GOST
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Kasatkina S. O. et al. “Urea to Urea” Approach: Access to Unsymmetrical Ureas Bearing Pyridyl Substituents // Advanced Synthesis and Catalysis. 2022. Vol. 364. No. 7. pp. 1295-1304.
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Kasatkina S. O., Geyl K. K., Baykov S. V., Novikov M. S., Boyarskiy V. P. “Urea to Urea” Approach: Access to Unsymmetrical Ureas Bearing Pyridyl Substituents // Advanced Synthesis and Catalysis. 2022. Vol. 364. No. 7. pp. 1295-1304.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/adsc.202101490
UR - https://onlinelibrary.wiley.com/doi/10.1002/adsc.202101490
TI - “Urea to Urea” Approach: Access to Unsymmetrical Ureas Bearing Pyridyl Substituents
T2 - Advanced Synthesis and Catalysis
AU - Kasatkina, Svetlana O
AU - Geyl, Kirill K
AU - Baykov, Sergey V
AU - Novikov, Mikhail S.
AU - Boyarskiy, Vadim P
PY - 2022
DA - 2022/03/08
PB - Wiley
SP - 1295-1304
IS - 7
VL - 364
SN - 1615-4150
SN - 1615-4169
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2022_Kasatkina,
author = {Svetlana O Kasatkina and Kirill K Geyl and Sergey V Baykov and Mikhail S. Novikov and Vadim P Boyarskiy},
title = {“Urea to Urea” Approach: Access to Unsymmetrical Ureas Bearing Pyridyl Substituents},
journal = {Advanced Synthesis and Catalysis},
year = {2022},
volume = {364},
publisher = {Wiley},
month = {mar},
url = {https://onlinelibrary.wiley.com/doi/10.1002/adsc.202101490},
number = {7},
pages = {1295--1304},
doi = {10.1002/adsc.202101490}
}
Cite this
MLA
Copy
Kasatkina, Svetlana O., et al. ““Urea to Urea” Approach: Access to Unsymmetrical Ureas Bearing Pyridyl Substituents.” Advanced Synthesis and Catalysis, vol. 364, no. 7, Mar. 2022, pp. 1295-1304. https://onlinelibrary.wiley.com/doi/10.1002/adsc.202101490.