16179-64-9Relevant articles and documents
Ytterbium triflate catalyzed synthesis of β-enaminones
Epifano, Francesco,Genovese, Salvatore,Curini, Massimo
, p. 2717 - 2720 (2007)
β-Enaminones have been synthesized in very good yield under solvent-free conditions from differently substituted amines and β-diketones in the presence of Yb(OTf)3 as catalyst. The method is applicable to cyclic and acyclic ketones, aromatic an
Hypervalent Iodine-Promoted Aromatization of Exocyclic β-Enaminones for the Synthesis of meta-N,N-Diarylaminophenols
Bhattacherjee, Dhananjay,Thakur, Vandna,Shil, Arun K.,Das, Pralay
supporting information, p. 2202 - 2208 (2017/07/07)
A metal- and additive-free milder cascade approach for the synthesis of meta-N,N-diarylaminophenols (DAAP) starting from exocyclic β-enaminones has been developed. The feasibility of the process is rationalized by the suitable molecular geometry of β-enaminones for tandem N-arylative α-iodination and aromatization under milder basic conditions. Furthermore, the developed strategy has been extended to the synthesis of meta-N-benzyl-N-arylaminophenols (BAAP). 4-Ethylpropionyl-2-cyclohexenone has been explored to give 7-diarylaminochroman-2-one (DAAC) by employing a similar one-pot approach. The plausible mechanistic steps were deduced based upon isolation of a stable intermediate and structural identification through X-ray crystallographic analysis. (Figure presented.).
Continuous flow iodination using an automated computer-vision controlled liquid-liquid extraction system
O'Brien, Matthew,Cooper, Dennis A.,Dolan, Jonathan
, p. 829 - 834 (2017/02/10)
A dynamic computer-vision control system incorporating open-source software technologies (Python, OpenCV) was used to automate a gravity based in-line liquid-liquid extraction during the iodination of enaminones in continuous flow. The system was able to cope with significant colouration of the organic reaction stream and with significant volume/flow changes in the aqueous and organic phase streams due to extraction of the water soluble acetonitrile co-solvent.