Boron Triiodide-Mediated Reduction of Nitroarenes Using Borohydride Reagents

Org Lett. 2023 Dec 15;25(49):8787-8791. doi: 10.1021/acs.orglett.3c03257. Epub 2023 Dec 5.

Abstract

The reduction of nitroarenes using KBH4 and I2 is described. BI3 is generated in situ and was shown to be the active reductant. Conditions were optimized for BI3 generation and then applied to a wide range of nitroarenes, including traditionally challenging substrates. The method constitutes a practical reduction option which produces low-toxicity boric acid and potassium iodide upon workup.