Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Cascade transformation of 2-(diazoacetyl)-2H-azirines to 2-aroyl-3-hydroxy-1H-pyrroles via condensation with aromatic aldehydes. / Занахов, Тимур Олегович; Галенко, Екатерина Евгениевна; Новиков, Михаил Сергеевич; Хлебников, Александр Феодосиевич.
в: Beilstein Journal of Organic Chemistry, Том 22, 09.06.2026, стр. 897–904.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Cascade transformation of 2-(diazoacetyl)-2H-azirines to 2-aroyl-3-hydroxy-1H-pyrroles via condensation with aromatic aldehydes
AU - Занахов, Тимур Олегович
AU - Галенко, Екатерина Евгениевна
AU - Новиков, Михаил Сергеевич
AU - Хлебников, Александр Феодосиевич
PY - 2026/6/9
Y1 - 2026/6/9
N2 - The Cs2CO3 -induced condensation of 2-(diazoacetyl)-2H-azirines with aromatic aldehydes does not result in the formation of anazirinyl-substituted β-hydroxy-α-diazocarbonyl compound, but is accompanied by a tandem intramolecular cyclization involving the hydroxy group and the C=N bond of the azirine to form a bicyclic intermediate, a 4-diazo-2-oxa-7-azabicyclo[4.1.0]heptan-5-one derivative. The acid-catalyzed transformation of which leads to 2-aroyl-3-hydroxy-1H-pyrroles.
AB - The Cs2CO3 -induced condensation of 2-(diazoacetyl)-2H-azirines with aromatic aldehydes does not result in the formation of anazirinyl-substituted β-hydroxy-α-diazocarbonyl compound, but is accompanied by a tandem intramolecular cyclization involving the hydroxy group and the C=N bond of the azirine to form a bicyclic intermediate, a 4-diazo-2-oxa-7-azabicyclo[4.1.0]heptan-5-one derivative. The acid-catalyzed transformation of which leads to 2-aroyl-3-hydroxy-1H-pyrroles.
U2 - 10.3762/bjoc.22.70
DO - 10.3762/bjoc.22.70
M3 - Article
VL - 22
SP - 897
EP - 904
JO - Beilstein Journal of Organic Chemistry
JF - Beilstein Journal of Organic Chemistry
SN - 2195-951X
ER -
ID: 155510908