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Full Paper
New Synthesis of Furans: the Rhodium-Catalysed Carbonylative Addition of Arylboronic Acids to Propargylic Alcohols/ Cyclisation Sequence
Article first published online: 12 JAN 2010
DOI: 10.1002/adsc.200900683
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Dheur, J., Sauthier, M., Castanet, Y. and Mortreux, A. (2010), New Synthesis of Furans: the Rhodium-Catalysed Carbonylative Addition of Arylboronic Acids to Propargylic Alcohols/ Cyclisation Sequence. Adv. Synth. Catal., 352: 557–561. doi: 10.1002/adsc.200900683
Publication History
- Issue published online: 17 FEB 2010
- Article first published online: 12 JAN 2010
- Manuscript Received: 30 SEP 2009
- Abstract
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Keywords:
- boron;
- carbonylation;
- C
![[BOND]](http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8ff.gif)
C bond formation; - furans;
- rhodium
Abstract
The rhodium-catalysed carbonylative addition of arylboronic acids to propargylic alcohols yields gamma-hydroxy enones that are readily cyclised through a dehydration step to the corresponding furan analogues. The transformation was improved thanks to the screening of the reaction conditions and consequent improvements were obtained from the use of dicarbonylrhodium iodide [Rh(CO)2I]2 as catalyst precursor. The generalisation of the reaction was then further investigated by employing variously substituted arylboronic acids and propargylic alcohols.