One-pot synthesis of N-alkyl purine and pyrimidine derivatives from alcohols using TsIm: a rapid entry into carboacyclic nucleoside synthesis, By Abdolkarim Zare

Research

Title	One-pot synthesis of N-alkyl purine and pyrimidine derivatives from alcohols using TsIm: a rapid entry into carboacyclic nucleoside synthesis
Type	Article
Keywords	Nucleobase; Alcohol; N-Alkylation; N-(p-Toluenesulfonyl)imidazole (TsIm); Triethylamine; K2CO3
Journal	TETRAHEDRON
DOI	10.1016/j.tet.2007.11.101
Researchers	Mohammad Navid Soltani Rad (First researcher) , Ali Khalafi-Nezhad (Second researcher) , somayeh behrouz (Third researcher) , Mohammad Ali Faghihi (Fourth researcher) , Abdolkarim Zare (Fifth researcher) , Abolfath Parhami (Not in first six researchers)

Abstract

A convenient and efficient one-pot N-alkylation of nucleobases from alcohols using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this method, treatment of alcohols with a mixture of purine or pyrimidine nucleobase, TsIm, K2CO3, and triethylamine in refluxing DMF regioselectively furnishes the corresponding N-alkyl nucleobases in good yields. This methodology is highly efficient for various structurally diverse primary alcohols.