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Functionalization of 2-(S)-isopropyl-5-iodo-pyrimidin-4-ones through Cu(I)-mediated 1,3-dipolar azide-alkyne cycloadditions |
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| Authors: | Hélio A Stefani Mônica FZJ AmaralFlávia Manarin Rômulo A AndoNathália CS Silva Eusebio Juaristi |
| Institution: | a Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, São Paulo, SP, CEP 05508-000, Brazil b Instituto de Química, Universidade de São Paulo, São Paulo, SP, Brazil c Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Apartado Postal 14-740, 07000 México, D.F., Mexico |
| Abstract: | A series of 2-(S)-isopropyl-pyrimidinones functionalized at C5 with triazole rings, in which the substituents are found at N-1′ of the triazole ring, were synthesized. Through the azide-acetylene cycloaddition reaction, using CuI as a copper source and ultrasonic waves as an energy source it was possible to obtain products with yields ranging from 79% to 89% within 5 min or less. A preliminary study to gain further insight into the reaction was performed using in situ ReactIR technology. |
| Keywords: | Pyrimidinones 1 2 3-Triazole Cycloaddition Sonogashira reaction Click chemistry |
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