66166-23-2Relevant academic research and scientific papers
ISOQUINOLINE SYNTHESIS VIA 2-OXAZOLINES. PART VI. TRANSFORMATION OF 1-BENZAMIDO-1-PHENYL-2-ALKANOLS INTO 4-ALKYL-1-PHENYLISOQUINOLINES
Kopczynski, Tomasz,Krzyzanowska, Ewa
, p. 471 - 482 (2007/10/02)
Conditions necessary for the transformation of 1-benzamido-1-phenyl-2-alkanols (1) and 5-alkyl-2,4-diphenyl-2-oxazolines (2) into 4-alkyl-1-phenylisoquinolines (3) have been determined.The mechanism proposed for these reactions is supported by the results
ISOQUINOLINE SYNTHESES VIA 2-OXAZOLINES. PART V. SYNTHESES OF 4-ALKYL-1-PHENYLISOQUINOLINES BY PICTET-GAMS REACTION
Kopczynski, Tomasz
, p. 375 - 386 (2007/10/02)
Conditions necessary for transformation of hydroxyamides (4) and 2-oxazolines (5) into 4-alkyl-1-phenylisoquinolines have been established.The mechanism of the Pictet-Gams reaction claiming the existence of protonated oxazolines (7) and unsaturated amides
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.
