Trichloropyruvate N-acylimines. Reactions with phosphorus nucleophiles View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2012-06

AUTHORS

Ya. Ya. Khomutnik, P. P. Onys’ko, Yu. V. Rassukanaya, A. G. Vlasenko, A. N. Chernega, V. S. Brovarets, S. G. Pil’o, A. D. Sinitsa

ABSTRACT

Reactions of N-aroyltrichloroethaneimines CCl3C(R)=NCOAr (II, R = COOMe, CN) with phosphorus nucleophiles were studied. The reaction of imines II with o-phenylenediethylamidophosphite proceeded as [4+1]-cycloaddition leading to formation of stable spirocyclic phosphoranes. The structure of one of them was proved by the XRD analysis. The reaction of imine II with acyclic P(III) derivatives [Ph3P, Ph2POEt, (PhO)3P] also includes the formation of labile monocyclic phosphoranes which eliminate phosphine oxide and undergo chlorotropic transfer leading to trichloroazadienes CCl2=C(R)N=C(Cl)Ar. The reaction of imines II with (EtO)2POH in the presence of triethylamine leads to the formation of (EtO)2P(O)Cl and the corresponding dichlorovinylamides CCl2=C(R)NHCOAr. More... »

PAGES

1058-1064

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s1070363212060035

DOI

http://dx.doi.org/10.1134/s1070363212060035

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1016774092


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