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Molecules. 2015 Mar 12;20(3):4565-93. doi: 10.3390/molecules20034565.

Multifaceted strategy for the synthesis of diverse 2,2'-bithiophene derivatives.

Author information

1
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland. stanislaw.krompiec@us.edu.pl.
2
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland. filus.lc@interia.pl.
3
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland. iwonagrudzka@gmail.com.
4
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland. a.slodek@wp.pl.
5
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland. kula.slawek@gmail.com.
6
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland. joanna.malarz@gmail.com.
7
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland. grazyna.szafraniec@wp.pl.
8
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland. mateusz.penkala@us.edu.pl.
9
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland. ewa.schab-balcerzak@us.edu.pl.
10
Institute of Physics, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Uniwersytecka 4, Katowice 40-007, Poland. marian.paluch@us.edu.pl.
11
Institute of Physics, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Uniwersytecka 4, Katowice 40-007, Poland. michal.mierzwa@us.edu.pl.
12
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland. marmat89@interia.pl.
13
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland. dariusz2lo@o2.pl.
14
Institute of Chemistry, Faculty of Mathematics, Physics and Chemistry, University of Silesia, Szkolna 9, Katowice 40-007, Poland. beata_marcol@wp.pl.
15
Polish Academy of Science, Institute of Organic Chemistry Kasprzaka 44/52, PO Box 58, Warsaw 01-224, Poland. witold.danikiewicz@icho.edu.pl.
16
Electrotechnical Institute, Division of Electrotechnology and Materials Science, M. Skłodowskiej-Curie 55/61, Wrocław 50-369, Poland. b.boharewicz@iel.wroc.pl.
17
Electrotechnical Institute, Division of Electrotechnology and Materials Science, M. Skłodowskiej-Curie 55/61, Wrocław 50-369, Poland. a.iwan@iel.wroc.pl.

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.

PMID:
25774490
PMCID:
PMC6272589
DOI:
10.3390/molecules20034565
[Indexed for MEDLINE]
Free PMC Article

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