Molecules (Mar 2015)
Multifaceted Strategy for the Synthesis of Diverse 2,2'-Bithiophene Derivatives
- Stanisław Krompiec,
- Michał Filapek,
- Iwona Grudzka-Flak,
- Aneta Slodek,
- Sławomir Kula,
- Jan Grzegorz Malecki,
- Joanna Malarz,
- Grażyna Szafraniec-Gorol,
- Mateusz Penkala,
- Ewa Schab-Balcerzak,
- Marian Paluch,
- Michał Mierzwa,
- Marek Matussek,
- Agata Szlapa,
- Michał Pajak,
- Dariusz Blach,
- Beata Marcol,
- Witold Danikiewicz,
- Bartosz Boharewicz,
- Agnieszka Iwan
Affiliations
- Stanisław Krompiec
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Michał Filapek
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Iwona Grudzka-Flak
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Aneta Slodek
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Sławomir Kula
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Jan Grzegorz Malecki
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Joanna Malarz
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Grażyna Szafraniec-Gorol
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Mateusz Penkala
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Ewa Schab-Balcerzak
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Marian Paluch
- Institute of Physics, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Uniwersytecka 4, Katowice 40-007, Poland
- Michał Mierzwa
- Institute of Physics, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Uniwersytecka 4, Katowice 40-007, Poland
- Marek Matussek
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Agata Szlapa
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Michał Pajak
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Dariusz Blach
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Beata Marcol
- Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland
- Witold Danikiewicz
- Polish Academy of Science, Institute of Organic Chemistry Kasprzaka 44/52, PO Box 58, Warsaw 01-224, Poland
- Bartosz Boharewicz
- Electrotechnical Institute, Division of Electrotechnology and Materials Science, M. Skłodowskiej-Curie 55/61, Wrocław 50-369, Poland
- Agnieszka Iwan
- Electrotechnical Institute, Division of Electrotechnology and Materials Science, M. Skłodowskiej-Curie 55/61, Wrocław 50-369, Poland
- DOI
- https://doi.org/10.3390/molecules20034565
- Journal volume & issue
-
Vol. 20,
no. 3
pp. 4565 – 4593
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.
Keywords
- bithiophene derivatives
- coupling
- cycloaddition
- high pressure
- homogeneous catalysis
- isomerization
- PTC