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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
TsCl/DBU-Mediated CO2 Carbonylation for 1,3-Disubstituted Imidazolidin-2-ones and Tetrahydropyrimidin-2(1H)-ones
Guanyu Wang1, Xinhua Zhang1, Yibo Tang1
1Key Laboratory of Theoretical Organic Chemistry and Function Molecule of Ministry of Education, Hunan Provincial Key Laboratory of Controllable Preparation and Functional Application of Fine Polymers, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, China.
Abstract:
A novel TsCl/DBU-mediated CO2 carbonylation protocol has been developed for the efficient synthesis of disubstituted imidazolidin-2-one and tetrahydropyrimidin-2-one derivatives from N1-arylmethyl-N2-arylethane-1,2-diamines or N1-arylmethyl-N3-arylpropane-1,3-diamines. The reaction proceeds under mild conditions at atmospheric pressure without requiring any metal catalyst. Notably, this protocol avoids high temperature, high pressure, and transition-metal catalysts. The method features a broad substrate scope, excellent functional group tolerance, short reaction times, and operational practicality, offering a useful strategy for accessing functionalized carbonyl-containing heterocycles. Preliminary biological evaluation reveals that several synthesized compounds exhibit promising antifungal activity.
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