Ipso-Nitration of Boronic Esters Enabled by Ferric Nitrate Nonahydrate (Fe(NO3)3<middle dot>9H2O) in HFIP

被引：0
作者：
Zheng, Yuzhu [1 ,2 ]
Liu, Zongyi [1 ,2 ]
Huang, Qing [1 ,2 ]
Xie, Youwei [1 ,2 ]
机构：
[1] Huazhong Univ Sci & Technol, Serv Failure, Hubei Key Lab Bioinorgan Chem & Mat Med, Minist Educ,Hubei Key Lab Mat Chem & Serv Failure,, Wuhan 430074, Peoples R China
[2] Huazhong Univ Sci & Technol, Sch Chem & Chem Engn, Wuhan 430074, Peoples R China
来源：
ORGANIC LETTERS | 2025年 / 27卷 / 12期
基金：
中国国家自然科学基金;
关键词：
ARYLBORONIC ACIDS; BORYLATION; OXIDATION;
D O I：
10.1021/acs.orglett.5c00635
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We describe in this work an operationally facile and generally applicable ipso-nitration of boronic esters by Fe(NO3)3<middle dot>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.
引用
收藏
页码：2997 / 3002
页数：6
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