Ultrasound-promoted synthesis of 2-organoselanyl-naphthalenes using Oxone.sup.® in aqueous medium as an oxidizing agent

A green methodology to synthesize 2-organoselanyl-naphthalenes based on the reaction of alkynols with diaryl diselenides is described. The electrophilic species of selenium were generated in situ, by the oxidative cleavage of the Se-Se bond of diaryl diselenides by Oxone.sup.® using water as the sol...

Full description

Saved in:
Bibliographic Details
Published inPeerJ (San Francisco, CA) Vol. 6; p. e4706
Main Authors Perin, Gelson, Araujo, Daniela Rodrigues, Nobre, Patrick Carvalho, Lenardao, Eder João, Jacob, Raquel Guimarães, Silva, Marcio Santos, Roehrs, Juliano Alex
Format Journal Article
LanguageEnglish
Published PeerJ. Ltd 07.05.2018
Subjects
Composition
Green chemistry
Methods
Organic compound synthesis
Oxidizing agents
Properties
Selenium (Chemical element)
Online AccessGet full text

Cover

More Information
Summary:A green methodology to synthesize 2-organoselanyl-naphthalenes based on the reaction of alkynols with diaryl diselenides is described. The electrophilic species of selenium were generated in situ, by the oxidative cleavage of the Se-Se bond of diaryl diselenides by Oxone.sup.® using water as the solvent. The reactions proceeded efficiently under ultrasonic irradiation as an alternative energy source, using a range of alkynols and diorganyl diselenides as starting materials. Through this methodology, the corresponding 2-organoselanyl-naphthalenes were obtained in moderate to good yields (56-94%) and in short reaction times (0.25-2.3 h).
ISSN:2167-8359
2167-8359
DOI:10.7717/peerj.4706