Issue 22, 2021
From the journal:

Organic & Biomolecular Chemistry

Hypervalent-iodine mediated one-pot synthesis of isoxazolines and isoxazoles bearing a difluoromethyl phosphonate moiety†

Romana Pajkert, ORCID logo *a   Henryk Koroniak,b   Paweł Kafarski ORCID logo c  and  Gerd-Volker Röschenthaler ORCID logo a  

* Corresponding authors

a Department of Life Sciences and Chemistry, Jacobs University Bremen gGmbH, Campus Ring 1, P.O. Box 750 561, D-28759 Bremen, Germany
E-mail: r.pajkert@jacobs-university.de

b Faculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland

c Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland

Abstract

A one-pot, regioselective 1,3-dipolar cycloaddition of in situ generated (diethoxyphosphoryl)difluoromethyl nitrile oxide toward selected alkenes and alkynes is reported. This protocol enables facile access to 3,5-disubstituted isoxazolines and isoxazoles bearing a CF2P(O)(OEt)2 moiety in good to excellent yields, under mild reaction conditions.

Graphical abstract: Hypervalent-iodine mediated one-pot synthesis of isoxazolines and isoxazoles bearing a difluoromethyl phosphonate moiety

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Article information

DOI
https://doi.org/10.1039/D1OB00685A
Article type
Communication
Submitted
08 Apr 2021
Accepted
06 May 2021
First published
07 May 2021

Org. Biomol. Chem., 2021,19, 4871-4876

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Hypervalent-iodine mediated one-pot synthesis of isoxazolines and isoxazoles bearing a difluoromethyl phosphonate moiety

R. Pajkert, H. Koroniak, P. Kafarski and G. Röschenthaler, Org. Biomol. Chem., 2021, 19, 4871 DOI: 10.1039/D1OB00685A

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