Aromatic annulation with bisphenylthionium ions

Citation

Manas, Abdul Rahman and Smith, Robin A. J. (1987) Aromatic annulation with bisphenylthionium ions. Tetrahedron, 43 (8). pp. 1847-1856. ISSN 0040-4020

Abstract

The chemospecific production and intramolecular aromatic electrophilic substitution (annulation) of bis(phenylthio)carbocations (bisphenylthionium ions) has been studied using appropriate model compounds. The annulation reaction is very sensitive to the Lewis acid initiator and also the solvent. The best reaction conditions were found to be a suspension of silver trifluoromethanesulfonate in dichloromethane. Annulation of six-membered rings onto alkylbenzenes and five- and seven-membered rings onto activated benzenes have been achieved.

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Additional Metadata

Item Type:	Article
Divisions:	Universiti Pertanian Malaysia
DOI Number:	https://doi.org/10.1016/S0040-4020(01)81496-4
Publisher:	Elsevier
Keywords:	Aromatic annulation; Annulation
Depositing User:	Mohd Hafiz Che Mahasan
Date Deposited:	08 Jul 2015 01:14
Last Modified:	08 Jul 2015 01:14
Altmetrics:	http://www.altmetric.com/details.php?domain=psasir.upm.edu.my&doi=10.1016/S0040-4020(01)81496-4
URI:	http://psasir.upm.edu.my/id/eprint/39136
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