학술논문

A One-Pot Synthesis of Highly Functionalized Purines.
Document Type
Article
Source
Organic Letters. 12/1/2017, Vol. 19 Issue 23, p6360-6363. 4p.
Subject
*PURINE synthesis
*VILSMEIER reagents
*PYRIMIDINES
*NUCLEIC acid synthesis
*RIBONUCLEOSIDES
*NUCLEOSIDES
Language
ISSN
1523-7060
Abstract
Highly substituted purines were synthesized in good to high yields through a one-pot straightforward metal-free scalable method, using the Traube synthesis adapted to Vilsmeier-type reagents. From 5-amino-4-chloropyrimidines, new 9-aryl-substituted chloropurines and intermediates for peptide nucleic acid synthesis were prepared. Variant procedures allowing a rapid synthesis of ribonucleosides and 7-benzylpurine from 5-amidino-6-aminopyrimidines are also reported to illustrate the high potential of this versatile toolbox. This route appears to be particularly interesting in the field of nucleic acids for a direct and rapid access to various new 8-alkylpurine nucleosides. [ABSTRACT FROM AUTHOR]