Preparative methods o f synthesis of 1and 3-phosphino-indolizines by interaction between 2-substituted indolizines with phosphorus(III) halogenides in the presence of bases have been developed. I t was found that originally this reaction results in the formationof 1 -phosphino-indolizines which then undergo izommiation into 3-phosphino isomevs. One, two, or three indolizine substituents can be consecutively attached to the phosphorus atom. New methods of syntheses of 1,3-diphosphino-indolizines have been developed. 0 1993 VCH Publishers, Inc.
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ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
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,2-a]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. 0 1995 John Wiley & Sons, Inc. 1042-7 163/95/0504 19-14 Phosphorylated Irnidazo[l,2-a]pyridines 423 M e M e 29c, 33c M e 1 * Q J $ PCNEt5,>3 , Q f J M e Ie PRh II PRk 44, 45 se 46, 47 M e M e PCNEt5,>3 , 29c, 33c M e 1 * Q J $ M e PRh II PR; -44, 45 se
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