ISSN:
1434-4475
Keywords:
Keywords. Ring Transformation; Pyridinium-3-sulfonamidates; 9H-Pyrido[3
;
4-b]indoles; 1
;
1-Dioxo-1
;
2-thiazine-6-carbaldehydes.
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Summary. 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.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/PL00010155
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