80743-35-7Relevant academic research and scientific papers
Multicomponent and one-pot synthesis of trisubstituted pyridines through a Pd-catalyzed cross-coupling/cross-coupling/cycloaddition sequence
Barluenga, José,Jiménez-Aquino, Agustín,Fernández, M. Alejandro,Aznar, Fernando,Valdés, Carlos
, p. 778 - 786 (2008)
Trisubstituted pyridines are regioselectively synthesized through multicomponent and one-pot processes promoted by a bifunctional Pd-catalyst. The process involves formation of an enamine by Pd-catalyzed amination of an alkenyl bromide, formation of a 2-aza-1,3-butadiene by Pd-catalyzed cross-coupling of a trimethylsilylimine with an alkenyl bromide, and Lewis acid catalyzed cycloaddition between the enamine and the azadiene.
B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of: In situ -formed enamines
Wu, Rongpei,Gao, Ke
supporting information, p. 4032 - 4036 (2021/05/19)
A highly efficient B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of in situ-formed enamines in the presence of water and pinacolborane was developed. Regioselective β-deuteration of tertiary amines was achieved with high chemo- and regioselectivity. D2O was used as a readily available and cheap source of deuterium. Mechanistic studies indicated that B(C6F5)3 could activate water to promote the protonation and reduction of enamines. This journal is
Enamine synthesis using the Horner-Wittig reaction. Part 1. (Aminomethyl)diphenylphosphine oxides, new formyl anion equivalents
Broekhof, N. L. J. M.,Gen, A. van der
, p. 305 - 312 (2007/10/02)
Using the Horner-Wittig reagent (morpholinomethyl)diphenylphosphine oxide (7), aromatic, aliphatic and α,β-unsaturated aldehydes are converted into morpholino enamines of their homologous aldehydes.With diphenylphosphine oxide (12), the same aldehydes, together with the ketones (cyclic as well as acyclic, both saturated and α,β-unsaturated), are converted into enamines of their homologous aldehydes.Both types of enamines are converted into the corresponding aldehydes by mild, acid-catalyzed hydrolysis, showing the utility of 7 and 12, as formyl anion equivalents.Preparation of each geometrical isomer of the N-methylanilino enamines is possible since the intermediate diastereoisomeric adducts 13 can be separated.
