Tetrahedron, volume 74, issue 22, pages 2693-2702

Synthesis of N6-phosphorylated sydnone imines and their fucntionalisation via 4-Li derivatives. Novel bicyclic sydnone imines

Samarskaya Alina S 1
Godovikov Ivan A.
Cherepanov Ilya A. 1
Kalinin Valery N. 1
Moiseev Sergey 1
Publication typeJournal Article
Publication date2018-05-01
Journal: Tetrahedron
Quartile SCImago
Q2
Quartile WOS
Q3
Impact factor2.1
ISSN00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Abstract The highly efficient gram-scale method for preparation of up to date hardly available N6-phosphorylated sydnone imines based on the reaction of sydnone imine hydrochlorides with substituted phosphinate or phosphonate acids chlorides in the presence of a base was elaborated. A possibility of straight deprotonation of sydnone imines with n-BuLi followed by the reaction 4-Li-derivatives thus obtained with electrophiles was demonstrated. Novel representatives of bicyclic sydnone imines fused via 4,5-edge of the oxadiazolium ring were obtained. Also sydnone imines containing both phosphorus and sulfur functionalities were obtained with high yields.

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GOST Copy
Samarskaya A. S. et al. Synthesis of N6-phosphorylated sydnone imines and their fucntionalisation via 4-Li derivatives. Novel bicyclic sydnone imines // Tetrahedron. 2018. Vol. 74. No. 22. pp. 2693-2702.
GOST all authors (up to 50) Copy
Samarskaya A. S., Cherepanov I. A., Godovikov I. A., Dmitrienko A. O., Moiseev S. K., Kalinin V. N., Hey-Hawkins E., Godovikov I. A., Moiseev S. Synthesis of N6-phosphorylated sydnone imines and their fucntionalisation via 4-Li derivatives. Novel bicyclic sydnone imines // Tetrahedron. 2018. Vol. 74. No. 22. pp. 2693-2702.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1016/j.tet.2018.04.015
UR - https://doi.org/10.1016%2Fj.tet.2018.04.015
TI - Synthesis of N6-phosphorylated sydnone imines and their fucntionalisation via 4-Li derivatives. Novel bicyclic sydnone imines
T2 - Tetrahedron
AU - Samarskaya, Alina S
AU - Cherepanov, Ilya A.
AU - Godovikov, Ivan A.
AU - Dmitrienko, Artem O.
AU - Moiseev, S. K.
AU - Kalinin, Valery N.
AU - Hey-Hawkins, Evamarie
AU - Godovikov, Ivan A
AU - Moiseev, Sergey
PY - 2018
DA - 2018/05/01 00:00:00
PB - Elsevier
SP - 2693-2702
IS - 22
VL - 74
SN - 0040-4020
SN - 1464-5416
ER -
BibTex |
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BibTex Copy
@article{2018_Samarskaya
author = {Alina S Samarskaya and Ilya A. Cherepanov and Ivan A. Godovikov and Artem O. Dmitrienko and S. K. Moiseev and Valery N. Kalinin and Evamarie Hey-Hawkins and Ivan A Godovikov and Sergey Moiseev},
title = {Synthesis of N6-phosphorylated sydnone imines and their fucntionalisation via 4-Li derivatives. Novel bicyclic sydnone imines},
journal = {Tetrahedron},
year = {2018},
volume = {74},
publisher = {Elsevier},
month = {may},
url = {https://doi.org/10.1016%2Fj.tet.2018.04.015},
number = {22},
pages = {2693--2702},
doi = {10.1016/j.tet.2018.04.015}
}
MLA
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MLA Copy
Samarskaya, Alina S., et al. “Synthesis of N6-phosphorylated sydnone imines and their fucntionalisation via 4-Li derivatives. Novel bicyclic sydnone imines.” Tetrahedron, vol. 74, no. 22, May. 2018, pp. 2693-2702. https://doi.org/10.1016%2Fj.tet.2018.04.015.
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