Synthesis of New Fused 4H-Thieno[3,2-b]pyrrole Derivatives via Decomposition of Methyl 4-Azido-5-arylthiophene-2-carboxylates

Author:

Fisyuk Alexander S.12ORCID,Samsonenko Anna L.13,Kostyuchenko Anastasia S.12,Zheleznova Tatyana Yu.12,Shuvalov Vladislav Yu.12,Vlasov Igor S.2

Affiliation:

1. Laboratory of New Organic Materials, Omsk State Technical University

2. Department of Organic Chemistry, Omsk F. M. Dostoevsky State University

3. Faculty of Chemistry, Silesian University of Technology

Abstract

AbstractThis 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.

Funder

Russian Science Foundation

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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