Microwave-assisted synthesis of p-heterocycles

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

The direct esterification, thioesterification and amidation of cyclic phosphinic acids, such as 1-hydroxy-3-phospholene 1-oxides, 1-hydroxy-phospholane 1-oxides and a 1-hydroxy-1,2,3,4,5,6-hexahydrophosphinine 1-oxide, which do not take place on conventional heating, were carried out under MW conditions in excess of the alcohol, thioalcohol and amine, respectively. The cyclic phosphinates were also prepared by MW-assisted alkylating esterification of the corresponding phosphinic acids in solid-liquid phase. Using alkyl halides of normal reactivity, the application of a phase transfer catalyst was also beneficial. In addition, MW-assisted Diels-Alder reactions, so-called inverse Wittig-type reactions furnishing β-oxophosphoranes, a few kinds of phospha-Michael additions leading to precursors of bidentate P-ligands, and a few Kabachnik-Fields condensations affording α-aminophosphonates and α-aminophosphine oxides are discussed.

Original languageEnglish
Pages (from-to)1266-1278
Number of pages13
JournalPhosphorus, Sulfur and Silicon and Related Elements
Volume189
DOIs
Publication statusPublished - Aug 15 2014

Fingerprint

Microwaves
Oxides
Phosphinic Acids
Esterification
Cycloaddition Reaction
Heating
Amines
Condensation
Alcohols
Ligands
Catalysts
Liquids

Keywords

  • functionalizations
  • green chemistry
  • microwave
  • P-heterocycles
  • reactions

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Biochemistry

Cite this

Microwave-assisted synthesis of p-heterocycles. / Keglevich, G.

In: Phosphorus, Sulfur and Silicon and Related Elements, Vol. 189, 15.08.2014, p. 1266-1278.

Research output: Contribution to journalArticle

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