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- W2952968359 abstract "The reaction of the ninhydrin (1) with 1,2-bishydroxylamines 2a–c affords dihydroindeno[1,2-b]pyrazine N,N′-dioxides 5a–c. The intermediates hexahydro- and tetrahydroindeno[1,2-b]pyrazines 3a and 4c, which have been isolated, are easily transformed into 5a, c. Heating of 5b, c or keeping of 5b on alumina gives indeno[1,2-b]pyrazine N-oxides 6b, c, N,N′-dioxide 7c and indeno[1,2-b]pyrazine 8. Treatment of 5b with a solution of hydrochloric acid in H2O/MeOH leads to 6b, whereas treatment of 5b with KOH furnishes mono-N-oxides 6b, 9 and dioxide 7b. Compound 8 is prepared by deoxygenation of 6b with TiCl3. The reduction of 6b with NaBH4 yields alcohol 10 and the reaction of 6b with NH2OH/AcOH gives a mixture of isomeric oximes (E)-11 and (Z)-11." @default.
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- W2952968359 date "1994-09-30" @default.
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- W2952968359 title "Synthesis of Indeno[1,2-b]pyrazineN-Oxides by Reaction of Ninhydrin with 1,2-Bishydroxylamines" @default.
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- W2952968359 doi "https://doi.org/10.1002/jlac.199419941005" @default.
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