Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Synthesis of 2-halo-2Н-azirine-2-carboxylic acid amides and esters by isomerization of 5-(dialkylamino/alkoxy)-substituted isoxazoles, catalyzed by iron(II) sulfate. / Agafonova, Anastasiya V.; Smetanin, Ilia A.; Rostovskii, Nikolai V.; Khlebnikov, Alexander F.; Novikov, Mikhail S.
в: Chemistry of Heterocyclic Compounds, Том 53, № 10, 01.10.2017, стр. 1068-1071.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
}
TY - JOUR
T1 - Synthesis of 2-halo-2Н-azirine-2-carboxylic acid amides and esters by isomerization of 5-(dialkylamino/alkoxy)-substituted isoxazoles, catalyzed by iron(II) sulfate
AU - Agafonova, Anastasiya V.
AU - Smetanin, Ilia A.
AU - Rostovskii, Nikolai V.
AU - Khlebnikov, Alexander F.
AU - Novikov, Mikhail S.
PY - 2017/10/1
Y1 - 2017/10/1
N2 - [Figure not available: see fulltext.] N,N-Dialkylamides and esters of 2-(chloro/bromo/iodo)-2H-azirine-2-carboxylic acids were synthesized by isomerization of 4-halo-5-(dialkylamino/alkoxy)isoxazoles in the presence of catalytic amounts of FeSO4·7H2O. The use of iron(II) sulfate as catalyst, compared to its chloride, provides the advantage of avoiding halide exchange products in isomerization reactions of 4-bromo- and 4-iodoisoxazoles, as well as prevents catalyst deactivation by the 5-amino substituent of isoxazole, compared to rhodium(II) carboxylates.
AB - [Figure not available: see fulltext.] N,N-Dialkylamides and esters of 2-(chloro/bromo/iodo)-2H-azirine-2-carboxylic acids were synthesized by isomerization of 4-halo-5-(dialkylamino/alkoxy)isoxazoles in the presence of catalytic amounts of FeSO4·7H2O. The use of iron(II) sulfate as catalyst, compared to its chloride, provides the advantage of avoiding halide exchange products in isomerization reactions of 4-bromo- and 4-iodoisoxazoles, as well as prevents catalyst deactivation by the 5-amino substituent of isoxazole, compared to rhodium(II) carboxylates.
KW - 2Н-azirines
KW - catalysis
KW - halogenated heterocycles
KW - iron(II) salts
KW - isoxazoles
KW - rearrangements
UR - http://www.scopus.com/inward/record.url?scp=85038034404&partnerID=8YFLogxK
U2 - 10.1007/s10593-017-2172-z
DO - 10.1007/s10593-017-2172-z
M3 - Article
AN - SCOPUS:85038034404
VL - 53
SP - 1068
EP - 1071
JO - Chemistry of Heterocyclic Compounds
JF - Chemistry of Heterocyclic Compounds
SN - 0009-3122
IS - 10
ER -
ID: 13392497