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有机合成中的原位硝化反应。

Ipso nitration in organic synthesis.

作者信息

Sepehrmansourie Hassan, Zarei Mahmoud, Mallakpour Shadpour, Tabesh Farbod, Zolfigol Mohammad Ali

机构信息

Faculty of Converging Science and Technologies, University of Qom Qom 37185-359 Iran

Department of Chemistry, Faculty of Science, University of Qom Qom 37185-359 Iran

出版信息

RSC Adv. 2025 Jul 8;15(29):23499-23558. doi: 10.1039/d5ra01261a. eCollection 2025 Jul 4.

DOI:10.1039/d5ra01261a
PMID:40630702
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12235522/
Abstract

Ipso reaction is a class of nitration reactions that involve the concerted movement of multiple atoms in a transition state. Nitro structures are vital intermediates in synthetic organic chemistry and related industries. This method has been introduced in the preparation of NO-containing structures with a wide range of leaving groups such as -B(OH), -COH, -SOH, -OR, -R, -X, -CHO, -COMe, -COMe, -MR and -BFK. Ipso nitration reactions have an essential impact on the synthesis of complex organic molecules and have been widely studied and utilized in organic chemistry. This review provides a comprehensive overview of the fundamental concepts and mechanisms underlying ipso reactions, highlighting their significance in contemporary organic chemistry.

摘要

原位反应是一类硝化反应，涉及过渡态中多个原子的协同移动。硝基结构是合成有机化学及相关产业中的重要中间体。该方法已被引入到含多种离去基团（如 -B(OH)、-COH、-SOH、-OR、-R、-X、-CHO、-COMe、-COMe、-MR 和 -BFK）的含氮结构的制备中。原位硝化反应对复杂有机分子的合成具有重要影响，并且在有机化学中已得到广泛研究和应用。本综述全面概述了原位反应的基本概念和机理，突出了它们在当代有机化学中的重要性。

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9
Advances in Electrochemical Decarboxylative Transformation Reactions.电化学脱羧转化反应的进展
Chemistry. 2021 Feb 15;27(10):3213-3228. doi: 10.1002/chem.202001764. Epub 2020 Dec 7.
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-Nitroheterocycles: Bench-Stable Organic Reagents for Catalytic -Nitration of Aryl- and Heteroarylboronic Acids.硝杂环：用于芳基和杂芳基硼酸催化硝化的稳定有机试剂。
Org Lett. 2020 Apr 3;22(7):2714-2719. doi: 10.1021/acs.orglett.0c00671. Epub 2020 Mar 20.