37627-79-5Relevant academic research and scientific papers
Synthesis of condensed tetrahydroisoquinoline class of alkaloids by employing TfOH-mediated imide carbonyl activation
Selvakumar, Jayaraman,Rao, Ramana Sreenivasa,Srinivasapriyan, Vijayan,Marutheeswaran, Srinivasan,Ramanathan, Chinnasamy Ramaraj
supporting information, p. 2175 - 2188 (2015/04/14)
Isoquinoline-based polycyclic lactams such as isoindoloisoquinolinones, pyrroloisoquinolinones, and benzo[a]quinolizinones were successfully assembled from the corresponding imides by using a TfOH-mediated (TfOH = trifluoromethanesulfonic acid) imide carbonyl activation and cyclization strategy. By employing this simple method, the isoquinoline alkaloids crispine A, trolline/oleracein E, and erythrinarbine were successfully synthesized in racemic form. The reaction of unsymmetrical N-phenethylphthalimides with TfOH displayed excellent regioselectivity, which was rationalized by DFT calculations.
O2-Cu2+-ASCORBIC ACID: A NOVEL OXIDATION SYSTEM FOR THE HIGHLY SELECTIVE O-DEALKYLATION OF 2-ALKOXYPHENOLS
Aihara, Kazuhiro,Higuchi, Tsunehiko,Hirobe, Masaaki
, p. 837 - 840 (2007/10/02)
The novel oxidation system "O2-Cu2+-ascorbic acid" is a selective reagent for the oxidative O-dealkylation of 2-alkoxyphenols and affords catechols in good yield.KEYWORDS - O-dealkylation; ascorbic acid; copper ion; oxidation; 2-alkoxyphenol; vanillin; dopamine; guaiacol; catechol
