Fused pyridines by a tandem aza-wittig / heterocyclization strategy: Synthesis of 1,2,4-triazolo[1,5-a]pyridines and pyrido[1,2-b][1,2,4]triazines
✍ Scribed by Magda A. Barsy; Eman A. El Rady; Fawi M. Abd El Latif
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2008
- Tongue
- English
- Weight
- 410 KB
- Volume
- 45
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
magnified image
The iminophosphorane 1‐amino‐6‐(triphenylphosphoranylideneamino)‐2‐oxo‐4‐phenyl‐1,2‐dihydro‐pyridine‐3,5‐dicarbonitrile 2 prepared from 1,6‐diaminopyridine 1 reacts with heterocumulenes such as carbon disulfide and phenylisocyanate, and with acid chlorides, acid anhydrides and haloketones to give directly the title compounds in an one‐pot aza‐Wittig / heterocyclic‐ring closure process with good yields.
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## Abstract magnified image Twenty‐three 2‐(substituted)phenyl‐1,2,4‐triazolo[1,5‐__a__]pyridines have been synthesized by cycloadditison reaction between __N__‐amino methylpyridinium mesitylenesulfonates and substituted benzonitriles under the presence of potassium hydroxide at room temperature.
Synthese von 2H-1,2,3-Triazolo[4,5-~][1,2,4]triazolo[4,3-a]pyridinen und verwandten Systemen Zur Herstellung des 2H-1,2,3-Triazolo[4,5-c]pyridin-4(5H)-ons 4 wurde 2-Phenyl-2H-l,2,3triazol-4-carbaldehyd (1) zunichst in die Acrylsiiure 2 umgewandelt und letztere dann nach vorausgehender Curtius-Umlage