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Molecules 2015, 20(3), 4565-4593; doi:10.3390/molecules20034565

Multifaceted Strategy for the Synthesis of Diverse 2,2'-Bithiophene Derivatives

1
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
2
Institute of Physics, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Uniwersytecka 4, Katowice 40-007, Poland
3
Polish Academy of Science, Institute of Organic Chemistry Kasprzaka 44/52, PO Box 58, Warsaw 01-224, Poland
4
Electrotechnical Institute, Division of Electrotechnology and Materials Science, M. Skłodowskiej-Curie 55/61, Wrocław 50-369, Poland
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 13 January 2015 / Revised: 22 February 2015 / Accepted: 26 February 2015 / Published: 12 March 2015
(This article belongs to the Section Organic Synthesis)
View Full-Text   |   Download PDF [858 KB, uploaded 12 March 2015]   |  

Abstract

New catalytically or high pressure activated reactions and routes, including coupling, double bond migration in allylic systems, and various types of cycloaddition and dihydroamination have been used for the synthesis of novel bithiophene derivatives. Thanks to the abovementioned reactions and routes combined with non-catalytic ones, new acetylene, butadiyne, isoxazole, 1,2,3-triazole, pyrrole, benzene, and fluoranthene derivatives with one, two or six bithiophenyl moieties have been obtained. Basic sources of crucial substrates which include bithiophene motif for catalytic reactions were 2,2'-bithiophene, gaseous acetylene and 1,3-butadiyne. View Full-Text
Keywords: bithiophene derivatives; coupling; cycloaddition; high pressure; homogeneous catalysis; isomerization; PTC bithiophene derivatives; coupling; cycloaddition; high pressure; homogeneous catalysis; isomerization; PTC
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Krompiec, S.; Filapek, M.; Grudzka-Flak, I.; Slodek, A.; Kula, S.; Malecki, J.G.; Malarz, J.; Szafraniec-Gorol, G.; Penkala, M.; Schab-Balcerzak, E.; Paluch, M.; Mierzwa, M.; Matussek, M.; Szlapa, A.; Pajak, M.; Blach, D.; Marcol, B.; Danikiewicz, W.; Boharewicz, B.; Iwan, A. Multifaceted Strategy for the Synthesis of Diverse 2,2'-Bithiophene Derivatives. Molecules 2015, 20, 4565-4593.

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