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

Bibliographic Details
Title: 3-(Methoxycarbonylmethylene)isobenzofuran-1-imines as a New Class of Potential Herbicides
Authors: Fabrizio Araniti, Raffaella Mancuso, Ida Ziccarelli, Francesco Sunseri, Maria Rosa Abenavoli, Bartolo Gabriele
Source: Molecules, Vol 19, Iss 6, Pp 8261-8275 (2014)
Publisher Information: MDPI AG, 2014.
Publication Year: 2014
Collection: LCC:Organic chemistry
Subject Terms: Arabidopsis thaliana, carbonylation, isobenzofuranimines, shoot parameters, root morphology, phytotoxicity, Organic chemistry, QD241-441
More Details: 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.
Document Type: article
File Description: electronic resource
Language: English
ISSN: 1420-3049
Relation: http://www.mdpi.com/1420-3049/19/6/8261; https://doaj.org/toc/1420-3049
DOI: 10.3390/molecules19068261
Access URL: https://doaj.org/article/fe00e421009747648acd03a5217944de
Accession Number: edsdoj.fe00e421009747648acd03a5217944de
Database: Directory of Open Access Journals
More Details
ISSN:14203049
DOI:10.3390/molecules19068261
Published in:Molecules
Language:English