Higson, S;
Subrizi, F;
Sheppard, TD;
Hailes, HC;
(2016)
Chemical cascades in water for the synthesis of functionalized aromatics from furfurals.
Green Chemistry
, 18
(7)
pp. 1855-1858.
10.1039/C5GC02935J.
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Abstract
One-pot synthetic routes from furfurals to polysubstituted aromatic compounds have been developed in water, without the need for any organic solvents. The reaction proceeds via an uncatalysed, one-pot reaction cascade through formation of a hydrazone derivative, in situ cycloaddition with a dienophile, then aromatisation. A range of substituted phthalimides can be accessed with complete control over the substitution pattern. The reaction was also extended to other dienophiles and the diene 2-furylacrolein. The phthalimide products were further elaborated to produce a variety of polysubstituted benzenes including pharmaceutically relevant compounds.
| Type: | Article |
|---|---|
| Title: | Chemical cascades in water for the synthesis of functionalized aromatics from furfurals |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1039/C5GC02935J |
| Publisher version: | http://dx.doi.org/10.1039/C5GC02935J |
| Language: | English |
| Additional information: | This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices > UCL BEAMS UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/1474810 |
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