A versatile domino process for the synthesis of substituted 3-aminomethylene-chromanones and 2-pyridones catalyzed by CsF
作者： Catalin Pintiala , Ata Martin Lawson , Sébastien Comesse , Adam Daïch
DOI: 10.1016/J.TETLET.2013.03.096
关键词: 2-Pyridone 、 Reactivity (chemistry) 、 Tryptamine 、 Chemistry 、 Chromone 、 Ring (chemistry) 、 Aniline 、 Catalysis 、 Domino 、 Medicinal chemistry
摘要: Abstract The addition of various primary amines onto 3-α,β-unsaturated diester chromone derivative was studied under mild conditions. Basically, this reaction provided 2-pyridone-based compounds through an interesting domino ‘Addition/Ring Opening/Ring Closure’ process (ARORC). In study, aniline and tryptamine series exhibited different reactivity profiles leading unexpectedly to 3-aminomethylene chromanones with or without the 2-pyridone derivatives. This constitutes first description study chromanone formation that is supposed follow a combining Closure by Oxa-Michael addition’ (ARORCOM).
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