10.6084/m9.figshare.1317405.v2
Burgula Laxminarayana
Burgula
Laxminarayana
Lal Mohan Kundu
Lal Mohan
Kundu
Direct Chemoselective Synthesis of N-3-Substituted Pyrimidinones in a Microwave-Assisted Method
Taylor & Francis Group
2015
irradiation
requirement
chemoselectivity
pyrimidine nucleobases
method
Pyrimidinone
min
methodology
benzylation
synthesis
Lewis acid
arylation
regioselectivity
Direct Chemoselective Synthesis
article
efficiency
challenge
reaction rate
chemoselective alkylation
2015-04-16 21:16:49
Journal contribution
https://tandf.figshare.com/articles/journal_contribution/Direct_Chemoselective_Synthesis_of_N_3_Substituted_Pyrimidinones_in_a_Microwave_Assisted_Method/1317405
<div><p></p><p>Synthesis of selectively N-3-substituted pyrimidine nucleobases or pyrimidinones has always been a challenge because of poor regioselectivity and chemoselectivity. In this article we demonstrate a single-step, de novo synthesis of selectively N-3-substituted modified pyrimidinones. We have developed a microwave-assisted methodology for direct, chemoselective alkylation, benzylation, and arylation of C-5 and C-6 substituted pyrimidine nucleobases selectively at the N-3 position. The reactions were found to proceed, with high efficiency, without the requirement of solvent and were complete within 10–15 min of irradiation. The efficiency of the method was further improved by addition of a Lewis acid, which not only increases the yield significantly but also accelerates the reaction rate.</p></div>