Cu/Fe/O=PPh3-catalyzed etherification for the synthesis of aryl 3-benzo[b]thienyl ethers

Koichi Mitsudo, Takuya Asada, Tomohiro Inada, Yuji Kurimoto, Hiroki Mandai, Seiji Suga

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Cu/Fe-cocatalyzed cross-coupling reactions between 3-bromobenzo[b]thiophene and hydroxyaryls are described herein. The combination of Cu and Fe catalysts is important for the progress of the reactions, and the use of triphenylphosphine oxide as a ligand suppresses the dehalogenation of 3-bromobenzo[b]thiophene, and promptly facilitates the reaction. The obtained aryl benzo[b]thienyl ethers can be converted to π-extended thienobenzofuran derivatives via Pd-catalyzed dehy-drogenative cyclizations.

Original languageEnglish
Pages (from-to)1044-1047
Number of pages4
JournalChemistry Letters
Volume47
Issue number8
DOIs
Publication statusPublished - Jan 1 2018

Fingerprint

Thiophenes
Ethers
Dehalogenation
Cyclization
Ligands
Derivatives
Catalysts
triphenylphosphine oxide

Keywords

  • Aryl thienyl ether
  • Cross-coupling
  • Cu/Fe-cocatalyst

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Cu/Fe/O=PPh3-catalyzed etherification for the synthesis of aryl 3-benzo[b]thienyl ethers. / Mitsudo, Koichi; Asada, Takuya; Inada, Tomohiro; Kurimoto, Yuji; Mandai, Hiroki; Suga, Seiji.

In: Chemistry Letters, Vol. 47, No. 8, 01.01.2018, p. 1044-1047.

Research output: Contribution to journalArticle

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AU - Mandai, Hiroki

AU - Suga, Seiji

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AB - Cu/Fe-cocatalyzed cross-coupling reactions between 3-bromobenzo[b]thiophene and hydroxyaryls are described herein. The combination of Cu and Fe catalysts is important for the progress of the reactions, and the use of triphenylphosphine oxide as a ligand suppresses the dehalogenation of 3-bromobenzo[b]thiophene, and promptly facilitates the reaction. The obtained aryl benzo[b]thienyl ethers can be converted to π-extended thienobenzofuran derivatives via Pd-catalyzed dehy-drogenative cyclizations.

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