Issue 17, 2002

Condensations of thiophene with ketones

Abstract

Thiophene reacts with aliphatic ketones in aqueous 75% v/v sulfuric acid to give condensation products containing up to five thiophene units. Ketones bearing phenyl substituents yield mono- and di-styrylthiophenes. All the reactions occur at the C-2 and -5 positions of thiophene. 2,5-Bis(α-phenylstyryl)thiophene undergoes photocyclisation to give a dinaphthothiophene.

Graphical abstract: Condensations of thiophene with ketones

Article information

Article type
Paper
Submitted
06 Jun 2002
Accepted
16 Jul 2002
First published
07 Aug 2002

J. Chem. Soc., Perkin Trans. 1, 2002, 1944-1947

Condensations of thiophene with ketones

B. J. Morrison and O. C. Musgrave, J. Chem. Soc., Perkin Trans. 1, 2002, 1944 DOI: 10.1039/B205484C

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