Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Radical route for the alkylation of purine nucleosides at C6 via Minisci reaction.

Literature DB >> 24328916

Radical route for the alkylation of purine nucleosides at C6 via Minisci reaction.

Ran Xia¹, Ming-Sheng Xie, Hong-Ying Niu, Gui-Rong Qu, Hai-Ming Guo.

Abstract

A highly regioselective Minisci reaction with the decarboxylative alkylation of purine nucleosides under mild conditions was developed. With 5 mol % AgNO3 as a catalyst and (NH4)2S2O8 as an oxidant, a series of purine nucleosides including ribosyl, deoxyribosyl, arabinosyl purine nucleosides worked well with primary, secondary, and tertiary aliphatic carboxylic acids.

Entities: Chemical

Mesh：

Substances：

Year: 2013 PMID： 24328916 DOI： 10.1021/ol4033336

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

Keyword Cloud
Cited

6 in total

1. Synthesis of C6-Substituted Purine Nucleoside Analogues via Late-Stage Photoredox/Nickel Dual Catalytic Cross-Coupling.

Authors: James J Perkins; Valerie W Shurtleff; Alayna M Johnson; Abdellatif El Marrouni
Journal: ACS Med Chem Lett Date: 2021-03-08 Impact factor: 4.345

2. Metal-free C-H alkylation of heteroarenes with alkyltrifluoroborates: a general protocol for 1°, 2° and 3° alkylation.

Authors: Jennifer K Matsui; David N Primer; Gary A Molander
Journal: Chem Sci Date: 2017-03-06 Impact factor: 9.825

Radical route for the alkylation of purine nucleosides at C6 via Minisci reaction.

1. Synthesis of C6-Substituted Purine Nucleoside Analogues via Late-Stage Photoredox/Nickel Dual Catalytic Cross-Coupling.

2. Metal-free C-H alkylation of heteroarenes with alkyltrifluoroborates: a general protocol for 1°, 2° and 3° alkylation.

3. Photoredox-mediated Minisci C-H alkylation of N-heteroarenes using boronic acids and hypervalent iodine.

4. Diacetyl as a "traceless" visible light photosensitizer in metal-free cross-dehydrogenative coupling reactions.

5. Direct α-heteroarylation of amides (α to nitrogen) and ethers through a benzaldehyde-mediated photoredox reaction.

6. Phenylene-bridged bis(benzimidazolium) (BBIm²⁺): a dicationic organic photoredox catalyst.

Radical route for the alkylation of purine nucleosides at C6 via Minisci reaction.

1. Synthesis of C6-Substituted Purine Nucleoside Analogues via Late-Stage Photoredox/Nickel Dual Catalytic Cross-Coupling.

2. Metal-free C-H alkylation of heteroarenes with alkyltrifluoroborates: a general protocol for 1°, 2° and 3° alkylation.

3. Photoredox-mediated Minisci C-H alkylation of N-heteroarenes using boronic acids and hypervalent iodine.

4. Diacetyl as a "traceless" visible light photosensitizer in metal-free cross-dehydrogenative coupling reactions.

5. Direct α-heteroarylation of amides (α to nitrogen) and ethers through a benzaldehyde-mediated photoredox reaction.

6. Phenylene-bridged bis(benzimidazolium) (BBIm2+): a dicationic organic photoredox catalyst.

6. Phenylene-bridged bis(benzimidazolium) (BBIm²⁺): a dicationic organic photoredox catalyst.