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.
Organic letters. 2025 Mar 13. doi: 10.1021/acs.orglett.5c00635 Q15.02025
Ipso-Nitration of Boronic Esters Enabled by Ferric Nitrate Nonahydrate (Fe(NO3)3·9H2O) in HFIP
九水硝酸铁(Fe(NO3)3·9H2O)促进的HFIP中的硼酸酯的硝化反应 翻译改进
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DOI: 10.1021/acs.orglett.5c00635 PMID: 40079791
摘要 Ai翻译
Keywords：Boronic Esters; Ferric Nitrate Nonahydrate; HFIP
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