Next Article in Journal
Magnetic Pycnoporus sanguineus-Loaded Alginate Composite Beads for Removing Dye from Aqueous Solutions
Next Article in Special Issue
Carbonylation of Ethene Catalysed by Pd(II)-Phosphine Complexes
Previous Article in Journal
Biological Activities and Phytochemical Profiles of Extracts from Different Parts of Bamboo (Phyllostachys pubescens)
Previous Article in Special Issue
Formylation of Amines
Article Menu

Export Article

Open AccessArticle
Molecules 2014, 19(6), 8261-8275; doi:10.3390/molecules19068261

3-(Methoxycarbonylmethylene)isobenzofuran-1-imines as a New Class of Potential Herbicides

Dipartimento AGRARIA, Università Mediterranea di Reggio Calabria, Reggio Calabria 89124, Italy
Dipartimento di Chimica e Tecnologie Chimiche, Università della Calabria, Via P. Bucci 12/C, Arcavacata di Rende (Cosenza) 87036, Italy
Authors to whom correspondence should be addressed.
Received: 23 April 2014 / Revised: 30 May 2014 / Accepted: 9 June 2014 / Published: 18 June 2014
(This article belongs to the Special Issue Carbonylation Chemistry)
View Full-Text   |   Download PDF [932 KB, uploaded 18 June 2014]   |  


A novel class of potential herbicides, the 3-(methoxycarbonylmethylene) isobenzofuran-1-imines, has been discovered. The herbicidal activity has been tested on two particular molecules, (E)-methyl 2-[3-(butylimino)isobenzofuran-1(3H)-ylidene]acetate (1) and (E)-methyl 2-phenyl-2-[3-(phenylimino)isobenzofuran-1(3H)-ylidene]acetate (2), prepared by palladium-catalyzed oxidative carbonylation of 2-alkynylbenzamides. Both compounds 1 and 2 showed a strong phytotoxic effect on both shoot and root systems of Arabidopsis thaliana. The effects observed on the shoot were similar for both molecules, but while compound 1 showed a stronger effect on root parameters (such as primary root length, root hair and density, showing lower ED50 values), compound 2 caused important malformations in root morphology. Our results indicate that these molecules are very promising synthetic herbicides.
Keywords: Arabidopsis thaliana; carbonylation; isobenzofuranimines; shoot parameters; root morphology; phytotoxicity Arabidopsis thaliana; carbonylation; isobenzofuranimines; shoot parameters; root morphology; phytotoxicity

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Araniti, F.; Mancuso, R.; Ziccarelli, I.; Sunseri, F.; Abenavoli, M.R.; Gabriele, B. 3-(Methoxycarbonylmethylene)isobenzofuran-1-imines as a New Class of Potential Herbicides. Molecules 2014, 19, 8261-8275.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics



[Return to top]

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top