Synthesis of New Fused 4H-Thieno[3,2-b]pyrrole Derivatives via Decomposition of Methyl 4-Azido-5-arylthiophene-2-carboxylates
Alexander S. Fisyuk, Анна Л. Самсоненко, Anastasia S. Kostyuchenko, Tatyana Yu. Zheleznova, Vladislav Yu. Shuvalov, Igor S. Vlasov
Abstract
Abstract This article is focused on the development of practical approaches to the synthesis of 4-azido-5-arylthiophene-2-carboxylates and 4-amino-5-arylthiophene-2-carboxylates using the Fiesselmann reaction. The photochemical and thermal (including microwave-assisted) decomposition of 4-azido-5-arylthiophene-2-carboxylates have been studied in order to synthesize fused 4H-thieno[3,2-b]pyrrole derivatives. The proposed approaches allow to obtain functionally substituted heteroacenes, which are of interest as building blocks for organic semiconductors.
Topics & Concepts
ChemistryPyrroleDecompositionThermal decompositionCombinatorial chemistryOrganic chemistrySynthesis and Reactivity of HeterocyclesSynthesis and Characterization of PyrrolesChemical synthesis and pharmacological studies