Phosphorylation of imidazo[2,1‐<i>b</i>]thiazoles with phosphorus(III) halides in the presence of bases

Zarudnitskii, Evgenij V.; Yurchenko, A. A.; Merkulov, A. S.; Semenova, M. G.; Пинчук, А. M.; Толмачев, А. А.

doi:10.1002/hc.20166

Cited by 46 publications

References 3 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

Phosphorylation of Imidazo[2,1‐b]thiazoles with Phosphorus(III) Halides in the Presence of Bases.

et al. 2006

View full text Add to dashboard Cite

Organo-phosphorus compounds S 0080Phosphorylation of Imidazo[2,1-b]thiazoles with Phosphorus(III) Halides in the Presence of Bases. -Phosphorus halides react with 6-substituted imidazothiazoles like (I) regioselectively to give the corresponding phosphinoimidazothiazoles. The latter are useful synthons for the preparation of various P(III) and P(V) derivatives. The phosphorylation rate substantially depends on the electronic nature of the substituent. The reaction times range between a few minutes to a week. Phosphines can be oxidized into derivatives having a P(V) atom, e.g. (V) and (IX), or selectively alkylated at the phosphorus or heterocyclic nitrogen atom [cf. (XII), (XIII), and (XV)] depending on the alkylating agent. -(ZARUDNITSKII, E. V.; YURCHENKO*, A. A.; MERKULOV, A. S.; SEMENOVA, M. G.; PINCHUK, A. M.; TOLMACHEV, A. A.; Heteroat. Chem. 16 (2005) 7, 648-655; Inst. Org. Chem., Natl. Acad. Sci. Ukr., Kiev 02094, Ukraine; Eng.) -H. Hoennerscheid 16-167

show abstract

Phosphorylation of Imidazo[2,1‐b]thiazoles with Phosphorus(III) Halides in the Presence of Bases.

et al. 2006

View full text Add to dashboard Cite

show abstract

5‐phosphorylated 1,2‐disubstituted imidazoles

Yurchenko

Huryeva

Zarudnitskii

et al. 2009

Heteroatom Chemistry

View full text Add to dashboard Cite

Copper‐Catalyzed Selective Synthesis of 5‐Selanyl‐imidazo[2,1‐b]thiazoles

et al. 2017

View full text Add to dashboard Cite

We describe a selective and direct method to synthesize a wide variety of 5-selanyl-imidazo[2,1-b]thiazoles by copper(I)-catalyzed reaction of imidazo[2,1-b]thiazoles with diorganyl diselenides. The reactions were carried out in DMSO at 90 8C in air. The methodology was tolerant to differently substituted diorganyl diselenides containing electron-deficient, electronrich, and bulky groups. Still, various imidazo[2,1-b]thiazoles were used and furnishing the expected products in good to excellent yields. All the products were selectively coupled at 5position of the imidazo[2,1-b]thiazole and no regioisomers were detected.[a] K.

show abstract

Phosphorylation of imidazo[2,1‐b]thiazoles with phosphorus(III) halides in the presence of bases

Abstract: The reaction of phosphorus(III) halideswith 6-substituted imidazo [2,1-b]

Cited by 46 publications

References 3 publications

Phosphorylation of Imidazo[2,1‐b]thiazoles with Phosphorus(III) Halides in the Presence of Bases.

Phosphorylation of Imidazo[2,1‐b]thiazoles with Phosphorus(III) Halides in the Presence of Bases.

5‐phosphorylated 1,2‐disubstituted imidazoles

Copper‐Catalyzed Selective Synthesis of 5‐Selanyl‐imidazo[2,1‐b]thiazoles

Contact Info

Product

Resources

About