Organic Letters · 2007 · 56 citations · 2 references
Natural SciencesChemistryCombinatorial ChemistryNatural Product BiosynthesisOrganic ChemistryDiversity-oriented SynthesisHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisRetrosynthetic AnalysisAldehydesRing System DiversificationRing-forming Reactions
[reaction: see text] The novel three-component reaction of aromatic aldehydes, ethylenediamine, and beta-keto esters is described. In this reaction, beta-keto esters react at the gamma-position which is generally unreactive to produce the seven-membered ring compounds. Products have secondary amines and beta-enamino esters, which can serve in further functionalizations to produce molecular diversity.
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A mild and efficient one-pot synthesis of 2-dihydroimidazoles from aldehydes
Hiromichi Fujioka, Kenichi Murai, Yusuke Ohba et al. · Tetrahedron Letters · 2005 · 112 citations