UCL Discovery
UCL home » Library Services » Electronic resources » UCL Discovery

Chemical cascades in water for the synthesis of functionalized aromatics from furfurals

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. Green open access

[thumbnail of c5gc02935j.pdf]
Preview
Text
c5gc02935j.pdf - Published Version

Download (1MB) | Preview

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
Downloads since deposit
193Downloads
Download activity - last month
Download activity - last 12 months
Downloads by country - last 12 months

Archive Staff Only

View Item View Item