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A novel approach to biologically relevant oxazolo[5,4-d]pyrimidine-5,7-diones via readily available diazobarbituric acid derivatives. / Gecht, Martha; Kantin, Grigory; Dar'in, Dmitry; Krasavin, Mikhail.
в: Tetrahedron Letters, Том 60, № 44, 151120, 31.10.2019.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - A novel approach to biologically relevant oxazolo[5,4-d]pyrimidine-5,7-diones via readily available diazobarbituric acid derivatives
AU - Gecht, Martha
AU - Kantin, Grigory
AU - Dar'in, Dmitry
AU - Krasavin, Mikhail
PY - 2019/10/31
Y1 - 2019/10/31
N2 - An alternative route from 1,3-disubstituted barbituric acids to biologically relevant oxazolo[5,4-d]pyrimidine-5,7-diones was developed that features sulfonyl-azide-free (SAFE) diazo transfer and Rh2(esp)2-catalyzed cycloaddition of the resulting 5-diazobarbituric acids with aliphatic and aromatic nitriles. Besides being shorter compared to the previously described approaches, the method allows introduction of alkyl substituents at the 1,3-oxazole ring of the fused heterocyclic system.
AB - An alternative route from 1,3-disubstituted barbituric acids to biologically relevant oxazolo[5,4-d]pyrimidine-5,7-diones was developed that features sulfonyl-azide-free (SAFE) diazo transfer and Rh2(esp)2-catalyzed cycloaddition of the resulting 5-diazobarbituric acids with aliphatic and aromatic nitriles. Besides being shorter compared to the previously described approaches, the method allows introduction of alkyl substituents at the 1,3-oxazole ring of the fused heterocyclic system.
KW - 1,3-Oxazoles
KW - Diazobarbituric acid
KW - Rh(II) catalysis
KW - [2+3]-Cycloaddition
KW - FACILE SYNTHESIS
KW - RHODIUM(II)-CATALYZED REACTIONS
KW - DIVERSE
KW - RHODIUM CARBENOIDS
UR - http://www.scopus.com/inward/record.url?scp=85072731923&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2019.151120
DO - 10.1016/j.tetlet.2019.151120
M3 - Article
AN - SCOPUS:85072731923
VL - 60
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 44
M1 - 151120
ER -
ID: 49034163