Cu(I)-Catalyzed Huisgen Azide−Alkyne 1,3-Dipolar Cycloaddition Reaction in Nucleoside, Nucleotide, and Oligonucleotide Chemistry

Abstract

Introduction 4207 2. Nucleosides 4207 2.1. Base Modified Nucleosides 4207 2.2. Sugar Modified Nucleosides 4211 2.3. Nucleoside Bioconjugates 4214 3. Oligonucleotides 4216 3.1. 1,2,3-Triazole as Replacement of the Phosphodiester Linkage 4216 3.2. 1,2,3-Triazole as Linker for Solid Supported Synthesis 4217 3.3. Post-and Presynthetic DNA Modifications 4217 4. Conclusion 4219 5. Acknowledgments 4219 6. References 4219 Jong Hyun Cho was born in Gim-hae, South Korea, in 1967. In 2002, he received his Ph.D. in Organic Chemistry from Seoul National University (South Korea), working on biologically active peptide mimetics under the direction of Professor B. M. Kim. He then joined Professor Chung K.

Multicomponent Click Synthesis of New 1,2,3-Triazole Derivatives of Pyrimidine Nucleobases: Promising Acidic Corrosion Inhibitors for Steel

“…The procedure described above (using the same quantities of Cu(OAc) 2 ·H 2 O, 1,10-phenanthroline monohydrate, sodium L-ascorbate) was followed to obtain compound 7, employing 3 (60 mg, 0.4 mmol), NaN 3 (29 mg (8). The procedure described above (using the same quantities of Cu(OAc) 2 ·H 2 O, 1,10-phenanthroline monohydrate, sodium L-ascorbate) was followed to obtain compound 8, employing 3 (60 mg, 0.…”

“…Nowadays, the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC, also known as the copper(I)-catalyzed Huisgen-Meldal-Sharpless cycloaddition) is the most widely used method for the synthesis of 1,4-disubstituted 1,2,3-triazoles from a wide range of organic azides and terminal alkynes [3][4][5][6][7]. Moreover, this process allows for the assembly of complex molecules, thus generating new unknown structures with an added potential biological and engineering value [8][9][10]. Monopropargyl pyrimidine nucleobases (uracil and thymine) are versatile building blocks for the synthesis of biologically relevant 1,2,3-triazoles [11].…”

Cross‐coupling reactions using porous multipod Cu2O microcrystals as recoverable catalyst in aqueous media

“…[1][2][3][4][5][6] Among these methods, Sonogashira coupling reactions of terminal acetylenes with aryl halides are the most popular. [7,8] The typical Sonogashira reactions are performed with palladium (0) catalyst and copper (I) co-catalyst in organic solvents using a suitable base.…”

Crystal Structure of 2-Ethylimidazole-1-sulfonyl Azide: A New Azidation Reagent

“…They can be used in "click chemistry" [3][4][5][6] to introduce heterocyclic structures and serve as a latent amino group [7]. However, most of the reagents commonly used to procure the azides, such as tosyl [8,9], triflyl [10][11][12], mesyl [13], or trisyl azide [14] suffer from hazardous properties and poor shelf life due to thermal instability [15].…”