Please use this identifier to cite or link to this item: http://hdl.handle.net/10995/111361
Title: An Approach to the Construction of Benzofuran-Thieno[3,2- b]indole-Cored N,O,S-Heteroacenes Using Fischer Indolization
Authors: Irgashev, R. A.
Kazin, N. A.
Rusinov, G. L.
Issue Date: 2021
Publisher: American Chemical Society
American Chemical Society (ACS)
Citation: Irgashev R. A. An Approach to the Construction of Benzofuran-Thieno[3,2- b]indole-Cored N,O,S-Heteroacenes Using Fischer Indolization / R. A. Irgashev, N. A. Kazin, G. L. Rusinov. — DOI 10.1093/oxfordjournals.pcp.a029519 // ACS Omega. — 2021. — Vol. 6. — Iss. 47. — P. 32277-32284.
Abstract: A series of 6H-benzofuro[2′,3′:4,5]thieno[3,2-b]indoles were readily synthesized from methyl 3-aminothieno[3,2-b]benzofuran-2-carboxylates using a one-pot procedure with Fischer indolization as the key step. At the same time, 3-aminothieno[3,2-b]benzofuran-2-carboxylates were prepared from 3-chlorobenzofuran-2-carbaldehydes in three steps, including replacement of the Cl atom at the C-3 position of these starting substrates onto the -SCH2CO2Me moiety, conversion of the CHO group at the C-2 position into the CN group, followed by base-promoted cyclization of the formed carbonitrile. The present route was elaborated by us because we failed to obtain directly the desired 3-aminothiophene-2-carboxylate by reaction of 3-chlorobenzofuran-2-carbonitrile with methyl thioglycolate in the presence of various bases. In turn, 3-chlorobenzofuran-2-carbaldehydes were prepared from benzofuran-3(2H)-ones following the Vilsmeier-Haack-Arnold reaction. © 2021 The Authors. Published by American Chemical Society.
Keywords: POLYMER SOLAR CELLS
POLYMERS
ORGANIC PHOTOVOLTAICS
URI: http://hdl.handle.net/10995/111361
Access: info:eu-repo/semantics/openAccess
SCOPUS ID: 85119957751
PURE ID: 29146976
ISSN: 2470-1343
DOI: 10.1093/oxfordjournals.pcp.a029519
metadata.dc.description.sponsorship: The research was financially supported by the Russian Science Foundation (project no. 18-13-00409).
RSCF project card: 18-13-00409
Appears in Collections:Научные публикации, проиндексированные в SCOPUS и WoS CC

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