Synthesis of Benzothienobenzofurans via Annulation of Electrophilic Benzothiophenes with Phenols.

We have developed a metal-free, mild, and green synthetic route toward benzothieno[3,2-b]benzofurans by the annulation of 3-nitrobenzothiophene with phenols. The reaction was found to be general with a range of substituted phenols. In addition, we could extend the methodology for the synthesis of pentacenes and could demonstrate the synthesis in gram-scale. Moreover, we extended the strategy for the synthesis of benzothieno[2,3-b]benzofurans by starting from 2-nitrobenzothiophenes.