Click Chemistry Based Synthesis of Novel Architectures Bearing Sugar Unit at the Pyridothienopyrimidines

被引：8

作者：

Ameen, Mohamed A. ^{[1
]}

Ahmed, Essam Kh. ^{[1
]}

El Malah, Tamer ^{[2
]}

El-Naby, Hisham A. Abd ^{[1
]}

Abdel-Kader, Areeg A. ^{[1
]}

机构：

[1] Menia Univ, Dept Chem, Fac Sci, El Minia 61519, Egypt

[2] Natl Res Ctr, Cairo 12311, Egypt

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2015年 / 52卷 / 04期

关键词：

BIOLOGICAL EVALUATION; STRAIGHTFORWARD; CYCLOADDITION;

D O I：

10.1002/jhet.2202

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

Novel conjugates of pyridothienopyrimidinones and carbohydrates or other moieties linked by 1,2, 3-triazoles were synthesized. After establishing the pyridothienopyrimidone ring systems by ring closure, propargyl group was introduced by O-alkylation or N-alkylation. Cu-catalyzed cycloaddition of the propargyl product with azido group gave the corresponding 1,2,3-triazoles in high yields. A remarkable case of the catalyzed ring closure to build a pyrimidinone moiety with two diastereomers was observed. Theoretical calculations were performed on the studied diastereomers, and it was found that the S-isomer is more stable than the corresponding R-isomer by about 2 kcal/mol.

引用

页码：1093 / 1098

页数：6

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