The article describes the amination of different monobromo- or monochloroflavones with primary and secondary alkylamines and aniline derivatives by Buchwald-Hartwig reaction. The influence of the phosphine ligands used is described. The use of amino acid derivatives as a nitrogen source is also demonstrated. This latter reaction allows the synthesis of unique flavone-amino-acid conjugates.
Synthesis of 3-N-Substituted Aminoflavones as Potential CNS Agents
3-N-Substituted aminoflavones (VI) have been synthesized by the action of appropriate secondary amines on 3-bromoflavone (III).In the preparation of III by a known procedure involving the bromination of flavone (II), a mixture of three products has been obtained rather than one product as reported by Pendse .The structures of VI and two of the bromination products have been established on the basis of their elemental analyses and spectral data.Compounds VI exhibit weak CNS depressant, hypotensive and hyperthermic activities.
Kapoor, R. P.,Rastogi, M. K.,Garg, C. P.
p. 285 - 286
(2007/10/02)
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