Peculiarities of the behavior of succinyl dichloride in Friedel-Crafts reaction with thiophenes

The reactions of thiophene, 2-methyl-, and 2-bromothiophene with succinyl dichloride in the presence of AlCl₃, TiCl₄, and SnCl₄ have been studied. The effect of the acylation conditions, the relative amounts and nature of the Lewis acid on the ratio and yields of the 1,4-di(2-thienyl)-1,4-diones and...

Full description

Saved in:
Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2011, Vol.46 (10), p.1199-1207
Main Authors: Smirnov, V. I, Afanas'ev, A. V, Belen'kii, L. I
Format: Article
Language:English
Subjects:
1,4-(2-thienyl)butane-1,4-diones
4,4-di(2-thienyl)but-3-enoic acids
4,4-di(2-thienyl)butyrolactones
4-oxo-4-(2-thienyl)butyric acids
Acylation
Bisphenol-A
Chemical properties
Chemistry
Chemistry and Materials Science
Electrical conductivity
Organic Chemistry
Pharmacy
Saturated fatty acids
Substitution reactions
succinyl dichloride
Thiophene
thiophenes
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The reactions of thiophene, 2-methyl-, and 2-bromothiophene with succinyl dichloride in the presence of AlCl₃, TiCl₄, and SnCl₄ have been studied. The effect of the acylation conditions, the relative amounts and nature of the Lewis acid on the ratio and yields of the 1,4-di(2-thienyl)-1,4-diones and 4-oxo-4-(2-thienyl)butyric acids formed have been demonstrated. Under the reaction conditions, the formation of 4,4-di(2-thienyl)but-3-enoic acids (the main products in many cases) and also 4,4-di(2-thienyl)-butyrolactones was demonstrated.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-011-0653-z