Synlett 2015; 26(15): 2127-2130
DOI: 10.1055/s-0034-1378826
letter
© Georg Thieme Verlag Stuttgart · New York

Efficient Synthesis of Conjugated 1,3,4-Thiadiazole Hybrids through Palladium-Catalyzed Cross-Coupling of 2,5-Bis(4-bromophenyl)-1,3,4-thiadiazole with Boronic Acids

Monika Wróblowska
a   Department of Chemical Organic Technology and Petrochemistry, The Silesian University of Technology, Krzywoustego 4, 44100 Gliwice, Poland   Email: Agnieszka.Kudelko@polsl.pl
,
Agnieszka Kudelko*
a   Department of Chemical Organic Technology and Petrochemistry, The Silesian University of Technology, Krzywoustego 4, 44100 Gliwice, Poland   Email: Agnieszka.Kudelko@polsl.pl
,
Mieczysław Łapkowski
b   Department of Physical Chemistry and Technology of Polymers, The Silesian University of Technology, Strzody 9, 44100 Gliwice, Poland
c   Centre of Polymer and Carbon Materials of the Polish Academy of Sciences, M. Curie-Sklodowskiej 34, 41-819 Zabrze, Poland
› Author Affiliations
Further Information

Publication History

Received: 09 April 2015

Accepted after revision: 29 June 2015

Publication Date:
10 August 2015 (online)


Abstract

New derivatives of 2,5-bis(4-heteroarylphenyl)-1,3,4-thiadiazole were synthesized under Suzuki cross-coupling reactions from 2,5-bis(4-bromophenyl)-1,3,4-thiadiazole and commercially available boronic acids. Reactions were conducted in a two-phase solvent system in the presence of catalytic amounts of tetrakis(triphenylphosphine)palladium(0), cesium carbonate as a base, and tetrabutylammonium bromide playing a role of a phase-transfer catalyst.

Supporting Information