15288-90-1Relevant academic research and scientific papers
Ti-Catalyzed Multicomponent Oxidative Carboamination of Alkynes with Alkenes and Diazenes
Davis-Gilbert, Zachary W.,Yao, Letitia J.,Tonks, Ian A.
, p. 14570 - 14573 (2016/11/18)
The inter- or intramolecular oxidative carboamination of alkynes catalyzed by [py2TiCl2NPh]2 is reported. These multicomponent reactions couple alkenes, alkynes and diazenes to form either α,β-unsaturated imines or α-(iminomethyl)cyclopropanes via a TiII/TiIV redox cycle. Each of these products is formed from a common azatitanacyclohexene intermediate that undergoes either β-H elimination or α,γ-coupling, wherein the selectivity is under substrate control.
AlCl3-mediated aldol cyclocondensation of 1,6- and 1,7-diones to cyclopentene and cyclohexene derivatives
Miyahara, Yuji,Ito, Yoshio N.
, p. 6801 - 6807 (2014/08/18)
Exactly 1/3 mol of AlCl3 is sufficient to cyclize 1 mol of 1,?-dibenzoylbutane (or pentane) to a cyclopentenone (or hexenone) derivative in high yield at room temperature in 40 min to several hours. This condensation is driven by removing elements of water as HCl and Al(OH)3, and the product enones are exclusively unconjugated, unlike the base-catalyzed condensations providing thermodynamically more stable conjugated enones.
TfOH-catalyzed intramolecular alkyne-ketone metathesis leading to highly substituted five-membered cyclic enones
Jin, Tienan,Yang, Fan,Liu, Chunli,Yamamoto, Yoshinori
scheme or table, p. 3533 - 3535 (2009/12/02)
The intramolecular carbocyclization of tethered alkynyl ketones to five-membered cyclic enones is shown to be catalyzed by trifluoromethanesulfonic acid in MeOH, proceeding in good to excellent yields and with high selectivities.
