Synthesis 2022; 54(14): 3239-3248
DOI: 10.1055/a-1794-0685
paper

Halocyclobutanol Dehydration En Route to Halocyclobutenes

Petr Oeser
,
Artem Petrenko
,
Tereza Edlová
,
Marek Čubiňák
,
Jakub Koudelka
,
Tomáš Tobrman
This work was supported by the Vysoká Škola Chemicko-technologická v Praze (University of Chemistry and Technology, Prague) (A2_FCHT_2021_074) and the Grantová Agentura České Republiky (Grant Agency of the Czech Republic) (18-12150S).


Abstract

A new method for the preparation of halocyclobutenes is described. The developed process involves the dehydration of halocyclobutanols by using tetrafluoroboric acid–diethyl ether complex in dichloromethane at room temperature. The process allows for high yields of halocyclobutenes to be achieved by using alcohols that do not trigger the formation of isomeric allylic halides.

Supporting Information



Publication History

Received: 05 January 2022

Accepted after revision: 10 March 2022

Accepted Manuscript online:
10 March 2022

Article published online:
02 May 2022

© 2022. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany