Novel Approaches to Fused Phospha-Pyrimidines

Volochnyuk, Dmitriy M.; Ковалева, С. А.; Чернега, А. Н.; Chubaruk, N. G.; Kostyuk, Alexander; Пинчук, А. M.; Tolmachev, Andrey A.; Schmutzler, Reinhard

doi:10.1055/s-2006-926460

Cited by 11 publications

(2 citation statements)

References 6 publications

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“…Phosphorylation of 2-arylamido-5-carbomethoxythiophene also involves two reaction centres, giving (59) [40,41].…”

Section: Phosphorylation With Phosphorus Tribromide In Basic Mediamentioning

confidence: 99%

Phosphorylation of Thiophenes

Ivonin¹,

Tolmachev²,

Пинчук³

2008

COC

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This review deals with synthetic methods, chemical transformations, and some physical properties of thienyland benzothienyl substituted phosphorus compounds bearing P-Het or P-CH 2 -Het bonds.The basic synthetic approaches to these compounds include reactions of metalated thiophenes with phosphorus(III) and (V) halides, phosphorylation of thiophenes in the presence of a mild Lewis acid, use of halogenothiophenes in the Arbuzov reaction, and phosphorylation of thiophenes with phosphorus(III) halides in basic medium. Synthetic approaches to condensed heterocyclic systems of novel types are also considered.Investigation of chemical properties of phosphorylated thiophenes has revealed that, despite the great similarity with phenyl analogues, differences connected to the nature of the heterocycle are observed. The tertiary phosphines bearing at least one thienyl substituent are less active in quaternization and oxidation reactions. At the same time, basic hydrolysis leading to C-P bond cleavage is facilitated, as compared to benzene derivatives.

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“…Phosphorylation of 2-arylamido-5-carbomethoxythiophene also involves two reaction centres, giving (59) [40,41].…”

Section: Phosphorylation With Phosphorus Tribromide In Basic Mediamentioning

confidence: 99%

Phosphorylation of Thiophenes

Ivonin¹,

Tolmachev²,

Пинчук³

2008

COC

Self Cite

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“…The approach is based on direct phosphorylation of a substrate containing two nucleophilic centers: electron‐rich aryl or heteroaryl C‐nucleophilic center and other nucleophilic heteroatom (N, O). Various polycyclic systems based on imidazole, pyrazole, thiophene, and furan were synthesized 4,5,6.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 4,5‐dihydroimidazo[5,1‐c][1,4,2]benzodiazaphosphinines

Zarudnitskii¹,

Kyrylchuk²,

Huryeva³

et al. 2011

Heteroatom Chemistry

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Derivatives of a novel phosphorus‐containing heterocyclic system, 4,5‐dihydroimidazo [5,1‐c][1,4,2]benzodiazaphosphinine, have been prepared by the direct phosphorylation of 1‐(2‐(aroyl/alkyl)aminophenyl)‐2‐methylthioimidazole with dibromophenylphosphine in a basic medium. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 22:91–95, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20658

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