Synthesis of Substituted Pyridazin-3-ones, 1,2-Oxazin-3-ones, and Furopyrimidines from (Arylmethylidene)furan-2(3H)-ones
Тип публикации: Journal Article
Дата публикации: 2018-09-01
scimago Q4
wos Q4
БС3
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Краткое описание
Reactions of 5-substituted 3-(arylmethylidene)furan-2(3H)-ones with hydrazine hydrate, hydroxylamine, and guanidine involved opening of the furanone ring. Their hydrazinolysis under mild conditions afforded acyclic 4-oxoalkanoic acid hydrazides which underwent heterocyclization to substituted pyridazinones in boiling ethanol. The presence of an alkyl substituent in the 5-position of the initial furanone favored heterocyclization with the formation of pyrazolidinone derivatives. The reactions of 3-(arylmethylidene)furan-2(3H)-ones with hydroxylamine and guanidine also produced new six-membered heterocycles, 2H-1,2-oxazin-3(4H)-ones and 4,6-disubstituted 3,4-dihydrofuro[2,3-d]pyrimidin-2-amines, respectively.
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Aniskova T. V., Egorova A. Yu. Synthesis of Substituted Pyridazin-3-ones, 1,2-Oxazin-3-ones, and Furopyrimidines from (Arylmethylidene)furan-2(3H)-ones // Russian Journal of Organic Chemistry. 2018. Vol. 54. No. 9. pp. 1389-1394.
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Aniskova T. V., Egorova A. Yu. Synthesis of Substituted Pyridazin-3-ones, 1,2-Oxazin-3-ones, and Furopyrimidines from (Arylmethylidene)furan-2(3H)-ones // Russian Journal of Organic Chemistry. 2018. Vol. 54. No. 9. pp. 1389-1394.
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TY - JOUR
DO - 10.1134/s1070428018090208
UR - https://doi.org/10.1134/s1070428018090208
TI - Synthesis of Substituted Pyridazin-3-ones, 1,2-Oxazin-3-ones, and Furopyrimidines from (Arylmethylidene)furan-2(3H)-ones
T2 - Russian Journal of Organic Chemistry
AU - Aniskova, T V
AU - Egorova, A Yu
PY - 2018
DA - 2018/09/01
PB - Pleiades Publishing
SP - 1389-1394
IS - 9
VL - 54
SN - 1070-4280
SN - 1608-3393
ER -
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@article{2018_Aniskova,
author = {T V Aniskova and A Yu Egorova},
title = {Synthesis of Substituted Pyridazin-3-ones, 1,2-Oxazin-3-ones, and Furopyrimidines from (Arylmethylidene)furan-2(3H)-ones},
journal = {Russian Journal of Organic Chemistry},
year = {2018},
volume = {54},
publisher = {Pleiades Publishing},
month = {sep},
url = {https://doi.org/10.1134/s1070428018090208},
number = {9},
pages = {1389--1394},
doi = {10.1134/s1070428018090208}
}
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Aniskova, T. V., and A Yu Egorova. “Synthesis of Substituted Pyridazin-3-ones, 1,2-Oxazin-3-ones, and Furopyrimidines from (Arylmethylidene)furan-2(3H)-ones.” Russian Journal of Organic Chemistry, vol. 54, no. 9, Sep. 2018, pp. 1389-1394. https://doi.org/10.1134/s1070428018090208.