Experimental study demonstrates metal-free synthesis of 3,4-dihydroquinazolines via acid-catalyzed enaminone bond cleavage in ethanol, suggesting an efficient and sustainable synthetic pathway.
In this study, we present the HOAc-catalyzed selective cleavage of the C=C double bond of enaminones, enabling the formation of a new C-N bond and a new C=N bond for the one-pot synthesis of 2-substituted 3,4-dihydroquinazolines directly from ynones and 2-(aminomethyl)anilines. This method operates in ethanol under transition-metal-free and oxidant-free conditions, offering a sustainable and efficient approach for the synthesis of 3,4-dihydroquinazolines with broad functional group tolerance.
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Chen et al. (2025) studied this question.
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