Synthesis of (1,2,3‐triazol‐4‐yl)methyl phosphinates and (1,2,3‐Triazol‐4‐yl)methyl phosphates by copper‐catalyzed azide‐alkyne cycloaddition

Anna Tripolszky, Krisztina Németh, P. Szabó, Erika Bálint

Research output: Article

Abstract

An efficient and practical method was developed for the synthesis of new (1,2,3‐triazol‐4‐yl)methyl phosphinates and (1,2,3‐triazol‐4‐yl)methyl phosphates by the copper(I)‐catalyzed azide‐alkyne cycloaddition (CuAAC) of organic azides and prop‐2‐ynyl phosphinate or prop‐2‐ynyl phosphate. The synthesis of (1‐benzyl‐1H‐1,2,3‐triazol‐4‐yl)methyl diphenylphosphinate was optimized with respect to the reaction parameters, such as the temperature, reaction time, and catalyst loading. The approach was applied to a range of organic azides, which confirmed the wide scope and the substituent tolerance of the process. The method elaborated represents a novel approach for the synthesis of the target compounds.

Original languageEnglish
Article number2085
JournalMolecules
Volume24
Issue number11
DOIs
Publication statusPublished - máj. 31 2019

Fingerprint

Azides
Cycloaddition
Cycloaddition Reaction
cycloaddition
azides (organic)
phosphates
Phosphates
synthesis
Copper
reaction time
Temperature
catalysts
copper
Catalysts
temperature

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Synthesis of (1,2,3‐triazol‐4‐yl)methyl phosphinates and (1,2,3‐Triazol‐4‐yl)methyl phosphates by copper‐catalyzed azide‐alkyne cycloaddition. / Tripolszky, Anna; Németh, Krisztina; Szabó, P.; Bálint, Erika.

In: Molecules, Vol. 24, No. 11, 2085, 31.05.2019.

Research output: Article

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AU - Bálint, Erika

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