Synthesis 2022; 54(01): 199-209
DOI: 10.1055/a-1577-5999
paper

Synthesis of Diethoxy Arylphosphoryl Functionalized, Fully Substituted 5-Triazenyl-1,2,3-triazoles via Chelation-Assisted Interrupted Domino Reaction of ortho-Azidophosphonates with Copper(I) Alkynes

Yolanda Navarro
,
Ismael Heras Jiménez
,
María J. Iglesias
,
We thank the Ministerio de Economía y Competitividad (MINECO, FEDER program, project CTQ2014-57157-P) and Universidad de Almería for financial support (project PPUENTE2020/007). Y.N. thanks the Ministerio de Educación, Cultura y Deporte (MECD) for a Ph.D. fellowship.


Abstract

We describe the synthesis of 1,4-disubstituted 5-triazenyl-1,2,3-triazoles bearing diethoxy arylphosphoryl moieties via a domino reaction between ortho-azidophosphonates and premade copper(I) alkynides involving chelation-assisted [3+2] cycloaddition followed by interception of the copper(I) triazolide generated by the azide. A resulting dicopper(I) triazoletriazenide complex has been characterized through X-ray diffraction.

Supporting Information



Publication History

Received: 05 July 2021

Accepted after revision: 03 August 2021

Accepted Manuscript online:
03 August 2021

Article published online:
09 September 2021

© 2021. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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