2006Canadian Journal of ChemistryRequires access

Microwave-assisted N-nitroarylation of some pyrimidine and purine nucleobases

Ali Khalafi‐Nezhad, Abdolkarim Zare, Abolfath Parhami, Mohammad Navid Soltani Rad, Gholam‐Reza Nejabat

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Abstract

An efficient procedure for the synthesis of some N-nitroaryl derivatives of nucleobases via microwave-assisted N-nitroarylation of nucleobases in the presence of SiO2 and Cs2CO3 in DMSO, as the homogenizing solvent, is described. In this method, some pyrimidine and purine nucleobases are nitroarylated regioselectively in moderate to high yields and short reaction times.Key words: microwave, N-nitroarylation, pyrimidine, purine, SNAr.

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An efficient procedure for the synthesis of some N-nitroaryl derivatives of nucleobases via microwave-assisted N-nitroarylation of nucleobases in the presence of SiO2 and Cs2CO3 in DMSO, as the homogenizing solvent, is described. In this method, some pyrimidine and purine nucleobases are nitroarylated regioselectively in moderate to high yields and short reaction times.Key words: microwave, N-nitroarylation, pyrimidine, purine, SNAr.

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Available abstract

An efficient procedure for the synthesis of some N-nitroaryl derivatives of nucleobases via microwave-assisted N-nitroarylation of nucleobases in the presence of SiO2 and Cs2CO3 in DMSO, as the homogenizing solvent, is described. In this method, some pyrimidine and purine nucleobases are nitroarylated regioselectively in moderate to high yields and short reaction times.Key words: microwave, N-nitroarylation, pyrimidine, purine, SNAr.

Key concepts: Nucleobase, Pyrimidine, Chemistry, Purine, Microwave, Purine metabolism, Stereochemistry, Combinatorial chemistry

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