Ipso-Nitration of Boronic Esters Enabled by Ferric Nitrate Nonahydrate (Fe(NO3)3·9H2O) in HFIP.

作者：Yuzhu Zheng, Zongyi Liu, Qing Huang, Youwei Xie · 发表于：Organic Letters · 年份：2025 · DOI：10.1021/acs.orglett.5c00635 · 被引用次数：11 · 研究领域：Medicine

We describe in this work an operationally facile and generally applicable ipso-nitration of boronic esters by Fe(NO3)3·9H2O in hexafluoroisopropanol (HFIP), allowing us fast access to various nitroarenes that are currently difficult to obtain via traditional electrophilic C-H nitrations. In contrast to previous deborylative ipso-nitrations, this new protocol utilized less reactive and more stable organoboron reagents and therefore had significantly improved substrate scope and functional group tolerance, which was exemplified in the late-stage ipso-nitration of various natural products, pharmaceuticals, and biologically active molecules.