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

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.

Key words

dibenzotetrathiafulvalene - dicarboxylic acids - dithioacetalization - hydrosilane - indium - reduction - oxidation

Publication History

Received: 22 December 2021

Accepted after revision: 17 January 2022

Accepted Manuscript online:
17 January 2022

Article published online:
10 March 2022

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