65737-05-5Relevant academic research and scientific papers
A Reinvestigation of the Pictet-Gams Isoquinoline Synthesis. Part 2. Formation of Rearranged Isoquinolines: the Δ2-Oxazoline-Isoquinoline Transformation
Ardabilchi, Nasser,Fitton, Alan O.,Hadi, A. Hamid b. A.,Thompson, J. Robin
, p. 1710 - 1725 (2007/10/02)
Cyclisation of a series of 2-substituted 2-acylamino-1-arylalkan-1-ols using phosphorus pentaoxide in refluxing decalin is shown to lead to rearranged, i.e. 4-substituted, isoquinolines in addition to the anticipated 3-substituted isomers.The products arise largely via 5-phenyl-Δ2-oxazoline intermediates and the formation of the rearranged isoquionolines from these intermediates is fully discussed.The pathway is not substantially altered when 2-benzamido-1-methoxy-1-phenylalkanes are cyclised.
ISOQUINOLINE SYNTHESES VI-A Δ2-OXAZOLINES. PART II. SYNTHESES OF 1-PHENYL-3-ALKYLISOQUINOLINES BY PICTET-GAMS REACTION
Kopczynski, Tomasz,Goszczynski, Stefan
, p. 393 - 397 (2007/10/02)
The conditions necessary for transformation of hydroxyamides (1), Δ2-oxazolines (7) and chloroamides (6) into 1-phenyl-3-alkylisoquinolines have been established.A mechanism of the Pictet-Gams reaction has been proposed claiming the existence o
