Practical synthesis of 3,3-substituted dihydroquinoxalin-2-ones from aryl 1,2-diaMine (cas 113638-49-6)s using the Bargellini reaction
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Add time:08/25/2019 Source:sciencedirect.com
The reaction of aromatic 1,2-diamines with trichloromethylcarbinols under mild, basic phase-transfer conditions provided expedient access to 3,3-disubsituted quinoxalin-2(1H)-ones in good to moderate yields. The use of unsymmetrical aryl diamines gave a regioisomeric mixture of products with the ratio shown to be dependent on the electronic nature of the aromatic substituents. 2,3-Diaminopyridines could also be used, showing excellent selectivity for the dihydro[3,2-b]pyridopyrazin-2-one isomer.
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