Synthesis 2022; 54(11): 2661-2668
DOI: 10.1055/a-1742-2821
paper

Synthesis of Dibenzotetrathiafulvalenes of Oxalic Acid with Electron-Rich Aromatic 1,2-Dithiols and Application to Dithioacetalization with 9-Fluorenecarboxylic Acids or Dicarboxylic Acids

Norio Sakai
,
Kohei Minato
,
Shota Nakata
,
We thank the Japan Society for the Promotion of Science (JSPS KAKENHI­ Grant Number JP19K05463). Also, this research was partially supported by the Ogawa Sho research fund.


Abstract

We have developed a two-step synthesis of dibenzotetrathiafulvalene (DBTTF) derivatives by combining the indium-catalyzed reductive dithioacetalization of oxalic acid and electron-rich aromatic dithiols with a subsequent oxidation of the resultant dithioacetals. The same transformation of electron-rich aromatic dithiols with either 9-fluorenecarboxylic acid derivatives or dicarboxylic acids effectively produced the corresponding benzo-1,3-dithiafulvene derivatives.

Supporting Information



Publication History

Received: 22 December 2021

Accepted after revision: 17 January 2022

Publication Date:
17 January 2022 (online)

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