Generation and utilisation of P-cyclic α-methoxycarbonyl- methylenephosphoranes

G. Keglevich, Henrietta Forintos, Anikó Ujvári, K. Ludányi, I. Bitter, L. Tőke

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Phosphonium salts 3 obtained by the quaternisation of 1-aryl-2,5-dihydro- 1H-phospholes 2 with methyl bromoacetate are suitable precursors of the corresponding heterocyclic phosphoranes 5. They were generated in situ using DBU at ambient temperature. The phosphoranes (5) were used in Wittig reaction with benzaldehydes and in acylation with methyl (chloroformyl)formate to afford in the latter case, heterocyclic α,β-bis(methoxycarbonyl)-β- oxophosphoranes (7).

Original languageEnglish
Pages (from-to)215-217
Number of pages3
JournalJournal of Chemical Research
Issue number4
Publication statusPublished - Apr 2005

Fingerprint

Phosphoranes
formic acid
Benzaldehydes
Acylation
Salts
Temperature

Keywords

  • Acylation
  • Phosphoranes/ylides
  • Phosphorus heterocycles
  • Wittig reaction

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Generation and utilisation of P-cyclic α-methoxycarbonyl- methylenephosphoranes. / Keglevich, G.; Forintos, Henrietta; Ujvári, Anikó; Ludányi, K.; Bitter, I.; Tőke, L.

In: Journal of Chemical Research, No. 4, 04.2005, p. 215-217.

Research output: Contribution to journalArticle

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AU - Keglevich, G.

AU - Forintos, Henrietta

AU - Ujvári, Anikó

AU - Ludányi, K.

AU - Bitter, I.

AU - Tőke, L.

PY - 2005/4

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AB - Phosphonium salts 3 obtained by the quaternisation of 1-aryl-2,5-dihydro- 1H-phospholes 2 with methyl bromoacetate are suitable precursors of the corresponding heterocyclic phosphoranes 5. They were generated in situ using DBU at ambient temperature. The phosphoranes (5) were used in Wittig reaction with benzaldehydes and in acylation with methyl (chloroformyl)formate to afford in the latter case, heterocyclic α,β-bis(methoxycarbonyl)-β- oxophosphoranes (7).

KW - Acylation

KW - Phosphoranes/ylides

KW - Phosphorus heterocycles

KW - Wittig reaction

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