Unexpected synthesis of 1,3,5-triarly-1,5-diketones from aryl ketones via di-enamine mechanism

DOI: 10.1016/j.tet.2014.10.009

Source and publish data:

Tetrahedron p. 9240 - 9244 (2014)

Update date:2022-08-05

Topics: Regioselectivity Column chromatography Yield NMR spectroscopy Catalyst Mass spectrometry (MS) Nucleophilic addition Michael addition Condensation Reaction Solvent Effects Reaction Optimization Kinetic Control Thermodynamic Control Tautomerization Enamine Byproduct Aromatic substitution Aryl ketones

Authors:

Ge, Zemei

Li, Runtao

Liu, Bin

Pang, Yi

Wang, Junfeng

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Article abstract of DOI:10.1016/j.tet.2014.10.009

An unexpected reaction of aryl ketone with acetohydrazone of aromatic aldehyde via 1,2-di-enamine/di-iminium mechanism was discovered, leading to efficient synthesis of 1,3,5-triaryl-1,5-diketones in good to excellent yields.

Full text of DOI:10.1016/j.tet.2014.10.009

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