204379-60-2Relevant academic research and scientific papers
Substituted pyridinium-3-sulfonamidates and pyrido[3,4-b]indoles from 2-aryl-3,5-dimethyl-1,1-dioxo-1,2-thiazine-6-carbaldehydes and amines
Fangh?nel, Egon,Werdofa, Mezgebu,Hucke, André,Lochter, Thomas
, p. 195 - 204 (1998)
Due to their masked 1,5-dicarbonyle structure, 1,2-thiazine-6-carbaldehydes (1) undergo a ring transformation with aliphatic amines and diamines to give substituted pyridinium-3-sulfonamidates 2-6 and bis-(pyridinium-3-sulfonamidates) 7-9, respectively. With bioactive β-substituted ethylamines, pyridinium derivatives 12-20 with potential biological activity were obtained. Under acidic conditions, the thiazine-6-carbaldehydes 1a-d react with tryptamine to give substituted 9H-tetrahydropyrido[3,4-b]indoles 22a-d (Harman type alcaloids). 22a was dehydrogenated to the corresponding pyrido-indole 23a by palladium coal.
