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Phosphorylated imidazo[1,2-a]pyridines

✍ Scribed by Andrew A. Tolmachev; Alexander A. Yurchenko; Ernest S. Kozlov; Anatoliy S. Merkulov; Marina G. Semenova; Aleksander M. Pinchuk

Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
911 KB
Volume
6
Category
Article
ISSN
1042-7163

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✦ Synopsis

The reaction of phosphorus(III) halides with imidazo [l,2-a]pyridines i n the presence of bases leads to the formation of 3-phosphorylated imidazo[l,2alpyridines. The reaction proceeds i n high yield and requires no catalysts.

In the compounds obtained, in contrast to phosphorylated indolizines, the phosphorus-heterocycle bond is stable and not cleaved by dry hydrogen c h bride, alcohols, or water, Imidazo[l,pyridines with the phosphinic and phosphinous groups can be alkylated both at the phosphorus and at the nitrogen atom of the heterocycle, the alkylation direction being dependent on the strength of the alkylation reagent used.

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Solid-phase synthesis of imidazo[1,2-a]p
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✍ Saı̈d El Kazzouli; Sabine Berteina-Raboin; Abderrahim Mouaddib; GΓ©rald Guillaume πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 French βš– 409 KB

The synthesis of imidazo [1,2-a]pyridine and imidazo[1,2-a]pyrimidine derivatives by condensation between an a-bromoketone bound to solid support and various 2-aminopyridine or 2-aminopyrimidine derivatives was described. Either an acid labile linker or a base labile linker was used in this study.

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