- One-pot synthesis of substituted-amino triazole-glycosides
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This work combined three classes of compounds in the same molecule “amino triazole-glycoside” and developed a convenient method for the synthesis of this type of compound via a one-pot two step reaction. Alkylation of amine derivatives with propargyl bromide to give propargylamine was performed in the first step subsequently followed by a ‘click’ reaction with various β-azido-glycosides in the presence of CuI in aqueous solution to provide β-amino triazole-glycosides. Thirty-two examples of glycosides were obtained in moderate to good yield using this one-pot procedure.
- Sutcharitruk, Warapond,Sirion, Uthaiwan,Saeeng, Rungnapha
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- Supported copper (I) catalyst from fish bone waste: An efficient, green and reusable catalyst for the click reaction toward N-substituted 1,2,3-TRIAZOLES
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An eco-efficient, green, and multi-gram procedure is presented for one-pot multicomponent synthesis of N-substituted 1,2,3-triazoles by using waste fishbone powders supported CuBr (FBPs-CuBr) as catalyst. FBPs-CuBr is found to be an efficient heterogeneous catalyst and a series of 1,2,3-triazoles are obtained in moderate to excellent yields in water under MW irradiation (70–98%). It can be separated conveniently by a simple filtration and reused at least seven consecutive runs with a slight drop in the product yields. Furthermore, the desired product still could be obtained in 80% yield when the scale of the reaction was increased to 40.0 mmol.
- Xiong, Xingquan,Tang, Zhongke,Sun, Zhaohong,Meng, Xiaoqing,Song, Sida,Quan, Zhilong
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- Synthesis, biological evaluation and molecular modeling of novel triazole-containing berberine derivatives as acetylcholinesterase and β-amyloid aggregation inhibitors
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A series of novel triazole-containing berberine derivatives were synthesized via the azide-alkyne cycloaddition reaction. Their biological activity as inhibitors of both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) were evaluated. Among t
- Shi, Anding,Huang, Ling,Lu, Chuanjun,He, Feng,Li, Xingshu
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experimental part
p. 2298 - 2305
(2011/05/07)
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- Library of 1,4-disubstituted 1,2,3-triazole analogs of oxazolidinone RNA-binding agents
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The design and synthesis of small molecules that target RNA is immensely important in antibacterial therapy. We had previously reported on the RNA binding of a series of 4,5-disubstituted 2-oxazolidinones that bind to a highly conserved bulge region of bacterial RNA. This biological target T box antitermination system, which is found mainly in Gram-positive bacteria, regulates the expression of several amino acid related genes. In an effort to amplify our library, we have prepared a library of 1,4-disubstituted 1,2,3-triazole analogs that entails an isosteric replacement of the oxazolidinone nucleus. The synthesis of the new analogs was enhanced via copper(I) catalysis of an azide and alkyne cycloaddition reaction. A total of 108 1,4-disubstituted 1,2,3-triazole compounds have been prepared. All compounds were evaluated as RNA binding agents.
- Acquaah-Harrison, George,Zhou, Shu,Hines, Jennifer V.,Bergmeier, Stephen C.
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scheme or table
p. 491 - 496
(2010/09/15)
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- One-pot Synthesis of Secondary or Tertiary Amines from Alcohols and Amines via Alkoxyphosphonium Salts
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Secondary or tertiary amines may be prepared from primary alcohols and primary or secondary amines by treating triphenylphosphine with N-bromosuccinimide (NBS) in the presence of the alcohol at low temperature, followed by addition of the amine and heating for about 1 h.The yield of amine is good to fair, decreasing sharply with sterically congested alcohols and starting amines.
- Froyen, Paul,Juvvik, Paul
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p. 9555 - 9558
(2007/10/02)
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