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Synthesis Chalones and Their Isomerization into Flavanones and Azaflavanones

QOPNA & LAQV-REQUIMTE, Department of Chemistry, University of Aveiro, Campus de Santiago, 3810-193 Aveiro, Portugal
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Methods Protoc. 2019, 2(3), 70; https://doi.org/10.3390/mps2030070
Received: 15 July 2019 / Revised: 9 August 2019 / Accepted: 12 August 2019 / Published: 15 August 2019
(This article belongs to the Collection Green Chemistry)
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Abstract

Flavanones [2-aryl-2,3-dihydrochromen-4(1H)ones] and 2-aryl-2,3-dihydroquinolin-4(1H)-ones are valuable precursors in the synthesis of important pharmacological scaffolds, so efficient methodologies towards their synthesis are important in the medicinal chemistry context. Their synthesis also involves theoretical concepts such as aldol condensation, isomerization, and catalysis that make it useful in an undergraduate organic chemistry laboratory. The use of both microwave irradiation as a source of energy to promote reactions and efficient catalysts are considered within green chemistry principles, mostly because the reaction yields are improved and reaction time decreased. In this paper, the efficiency of microwave irradiation use in the synthesis of chalcone derivatives and efficient catalyst systems to promote their isomerization into flavanones and 2-aryl-2,3-dihydroquinolin-4(1H)-ones is demonstrated. View Full-Text
Keywords: flavanones; 2-aryl-2,3-dihydroquinolin-4(1H)-ones; chalcones; microwaves; proton sponge; montmorillonite K10 flavanones; 2-aryl-2,3-dihydroquinolin-4(1H)-ones; chalcones; microwaves; proton sponge; montmorillonite K10
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Rocha, D.H.A.; Vaz, P.A.A.M.; Pinto, D.C.G.A.; Silva, A.M.S. Synthesis Chalones and Their Isomerization into Flavanones and Azaflavanones. Methods Protoc. 2019, 2, 70.

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