Click synthesis of N1-(β-D-ribofuranosyl)-C4-(coumarin-4"-yl)-1,2,3-triazoles

被引：10

作者：

Maikhuri, Vipin K. ^{[1
]}

Bohra, Kapil ^{[2
]}

Srivastava, Smriti ^{[1
]}

Kavita ^{[1
]}

Prasad, Ashok K. ^{[1
]}

机构：

[1] Univ Delhi, Dept Chem, Bioorgan Lab, Delhi 110007, India

[2] Univ Delhi, DDU Coll, Dept Chem, Delhi, India

来源：

SYNTHETIC COMMUNICATIONS | 2019年 / 49卷 / 22期

关键词：

Click chemistry; 4-ethynylcoumarins; coumarinyltriazolylglycosides; 1-azido-1-deoxy-2; 3; 5-tri-O-benzoyl-beta-D-ribofuranose; COUMARIN; CHEMISTRY; DERIVATIVES; 1,2,3-TRIAZOLES; HYBRIDS; DESIGN; AGENTS; AZIDES; DNA;

D O I：

10.1080/00397911.2019.1657150

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of eight N-1-(beta-D-ribofuranosyl)-C-4-(coumarin-4 ''-yl)-1,2,3-triazoles have been synthesized by Cu(I)-catalyzed click reaction of 1-azido-1-deoxy-2,3,5-tri-O-benzoyl-beta-D-ribofuranose with differently substituted 4-ethynylcoumarins followed by debenzoylation of the resulted N-1-(2 ',3 ',5 '-tri-O-benzoyl-beta-D-ribofuranosyl)-C-4-(coumarin-4 ''-yl)-1,2,3-triazoles in 71 to 89% overall yields. The structures of all the synthesized compounds were established on the basis of their spectral data analysis that was further confirmed by X-ray data analysis of one of the model benzoylated compounds, i.e. N-1-(2 ',3 ',5 '-tri-O-benzoyl-beta-D-ribofuranosyl)-C-4-(7 ''-isopropoxycoumarin-4 ''-yl)-1,2,3-triazole.

引用

页码：3140 / 3147

页数：8

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