Quinoxaline誘導体に関する研究(第13報) : 2-(Methylsulfonyl)-quinoxalineとケトンとの反応についてその2

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Reaction of 2-(methylsulfonyl) quinoxaline (I) and ketone (II) was carried out in benzene, in the presence of sodium amide. The ketones used were acetophenone (IIa), propiophenone (IIb), diethyl ketone (IIc), acetone (IId), methyl ethyl ketone (IIe), methyl propyl ketone (IIf), methyl isopropyl ketone (IIg), cyclopentanone (IIh), and cyclohexanone (IIi) (Chart 1). Only IIc did not undergo this reaction and others respectively afforded 2-(2-quinoxalinyl) acetophenone (IIIa), 2-(2-quinoxalinyl) propiophenone (IIIb), 1-(2-quinoxalinyl)-2-propanone (IIId), 1-(2-quinoxalinyl)-2-butanone (IIIe), 1-(2-quinoxalinyl)-2-pentanone (IIIf), 1-(2-quinoxalinyl)-3-methyl-2-butanone (IIIg), 2-(2-quinoxalinyl) cyclopentanone (IIIh), and 2-(2-quinoxalinyl) cyclohexanone (IIIi) (Chart 2 and Table I). It was assumed that, among these products, only IIIb would be difficult to effect enolization (Chart 4).
公益社団法人日本薬学会の論文
1968-03-25