Synlett
DOI: 10.1055/s-0036-1588994
letter
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Direct C2-Arylation of Benzo[b]thiophenes with Electron-Rich Aryl Halides: Facile Access to Thienoacene Derivatives

Fumiki Ichiokaa, Yuhei Itaia, Yuji Nishiib, Masahiro Miura*a
  • aDepartment of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan   Email: miura@chem.eng.osaka-u.ac.jp
  • bFrontier Research Base for Global Young Researchers, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
Supported by: This work was partly supported by a grant to M.M. from the JSPS KAKENHI (Grant-in Aid for Scientific Research (S)) (JP 24225002)
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Publication History

Received: 22 February 2017

Accepted after revision: 16 March 2017

Publication Date:
11 April 2017 (eFirst)

Dedicated to Professor Victor Snieckus on the occasion of his 80th birthday

Abstract

Direct coupling reaction of benzo[b]thiophene and electron-rich aryl bromides was achieved under Pd2(dba)3/SPhos catalysis in the presence of NaOt-Bu. The reaction system was applied for the installation of 2-(methylthio)phenyl group onto thiophene-fused polyaromatic molecules, demonstrating facile synthesis of precursors for thienoacene derivatives.

Supporting Information