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Direct Transformation of Esters into Arenes with 1,5-Bifunctional Organo­magnesium Reagents

Link, Achim and Fischer, Christian and Sparr, Christof. (2015) Direct Transformation of Esters into Arenes with 1,5-Bifunctional Organo­magnesium Reagents. Angewandte Chemie International Edition, 54 (41). pp. 12163-12166.

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Official URL: http://edoc.unibas.ch/40366/

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Abstract

A direct transformation of carboxylic acid esters into arenes with 1,5-bifunctional organomagnesium reagents is described. This efficient and practical method enables the one-step defunctionalization of various carboxylic acid esters to prepare benzene, anthracene, tetracene, and pentacene derivatives. A double nucleophilic addition of the 1,5-organodimagnesium reagent to the ester is followed by an immediate 1,4-elimination reaction that leads to the direct [5+1] formation of a new aromatic ring.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Organische Chemie (Sparr)
UniBasel Contributors:Sparr, Christof and Link, Achim and Fischer, Christian
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Wiley
ISSN:1433-7851
e-ISSN:1521-3773
Note:Publication type according to Uni Basel Research Database: Journal article
Identification Number:
Last Modified:14 Jun 2017 07:17
Deposited On:14 Jun 2017 07:17

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