Synthesis
DOI: 10.1055/s-0036-1588570
paper
© Georg Thieme Verlag Stuttgart · New York

Facile Synthesis of Rubicenes by Scholl Reaction

Masahiko Kawamura, Eiji Tsurumaki, Shinji Toyota*
  • Department of Chemistry, School of Science, Tokyo Institute of Technology, 2–12–1 Ookayama, Meguro-ku, Tokyo 152-8551, Japan   Email: stoyota@cms.titech.ac.jp
This work was partly supported by JSPS KAKENHI for Scientific Research (C) (26410060).
Further Information

Publication History

Received: 26 July 2017

Accepted after revision: 28 August 2017

Publication Date:
25 September 2017 (eFirst)

Abstract

The treatment of 9,10-diphenylanthracenes with DDQ in the presence of TfOH readily gave the corresponding rubicene derivatives in good yields. The effects of oxidant, acid, substituent, and other conditions are discussed. This protocol involving the Scholl reaction is convenient for the preparation of some rubicene derivatives from conventional starting materials.

Supporting Information