Recent advances in ipso-nitration reactions

Bozorov, Khurshed; Zhao, Jin; Aisa, Haji Akber; Zhdankin, Viktor V.

doi:10.24820/ark.5550190.p009.852

Cited by 18 publications

(12 citation statements)

References 25 publications

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“…Ipso additions/substitutions typically occur under specialized circumstances, such as certain nitration reactions [41] or enzyme-catalyzed hydroxylation of para-cresol and related aromatic phenols by cytochrome P450 [42]. In the later situation, substituent elimination is accompanied with ipso substitution by an oxygen atom of the active species, and there is a requirement for a hydroxyl group at the para-position to the leaving group.…”

Section: Regioselectivity Of Oxbz Halogen Addition/substitution In Oxbzmentioning

confidence: 99%

Chlorination of oxybenzone and prediction of transformation products using non-equilibrium “forced” molecular dynamics

Ridgway¹,

Orbell²,

Gray³

2018

Desalination and Water Treatment

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Section: Regioselectivity Of Oxbz Halogen Addition/substitution In Oxbzmentioning

confidence: 99%

Chlorination of oxybenzone and prediction of transformation products using non-equilibrium “forced” molecular dynamics

Ridgway¹,

Orbell²,

Gray³

2018

Desalination and Water Treatment

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“…The classical electrophilic nitration of arene is one of the most widely studied reactions in organic chemistry . Typically, this reaction is performed using a wide variety of nitrating agents that include nitric acid, mixed acid, nitric acid/solid super acid, nitric acid/acetic anhydride, nitronium salts, alkyl nitrites/Lewis acid, N 2 O 4 , urea nitrate, AgNO 3 /BF 3 , and so forth.…”

Section: Nitrationmentioning

confidence: 99%

Copper-Mediated C–X Functionalization of Aryl Halides

Joseph¹,

Priyadarshini

2017

Org. Process Res. Dev.

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For more than a century, copper has been used as a promoter in cross-coupling reactions of aryl halides with diverse nucleophiles to construct C−C and C-heteroatom bonds. The discovery of rate acceleration effect of organic ligands has expanded the scope of copper catalysis, facilitating to conduct new reactions under ambient conditions, allowing the selective C−X functionalization of aryl halides with diverse sensitive functionalities in a single step. This review confers the advancements in copper-mediated direct transformation of aryl halides in to trifluoromethylated arenes, aryl nitriles, phenols, aryl thiols, anilines, and nitroarenes and also the mechanistic aspects of these reactions.

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“…Thus, it is no surprise that researchers around the globe constantly contribute to the development of nitration chemistry. Recent advances in the field have been documented, 11 including the progress on continuous flow nitration, 12 decarboxylative nitration, 13 safe and sustainable nitration, 11c transition-metal-catalyzed C(sp 2 )–H nitration, 14 ipso -nitration reactions, 15 and nitrative difunctionalizations. 16 In addition, several reviews cover the synthesis of nitro compounds of distinct structures, such as aliphatic 17 and aromatic 18 19 compounds, alkenes, 20 alkynes, 21 and porphyrins.…”

Section: Introductionmentioning

confidence: 99%

Organic Nitrating Reagents

Patra¹,

Mosiagin²,

Katayev³

et al. 2022

Synthesis

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Nitro compounds are vital raw chemicals that are widely used in academic laboratories and industries for the preparation of various drugs, agrochemicals, and materials. Thus, nitrating reactions are of great importance for chemists and are even taught in schools as one of the fundamental transformations in organic synthesis. Since the discovery of the first nitrating reactions in the 19th century, progress in this field has been constant. Yet, for many years the classical electrophilic nitration approach using a mixture of strong mineral acids dominated the field. However, in recent decades, the attention of researchers has focused on new reactivity and new reagents that can provide access to nitro compounds in a practical and straightforward way under mild reaction conditions. Organic nitrating reagents have played a special role in this field since they have enhanced reactivity. They also allow nitration to be carried out in an ecofriendly and sustainable manner. This review examines the development and application of organic nitrating reagents.1 Introduction2 Organic Nitrating Reagents2.1 Alkyl Nitrites2.2 Nitroalkanes2.3 Alkyl Nitrates2.4 N-Nitroamides2.5 N-Nitropyrazole2.6 N-Nitropyridinium Salts3 Organic Nitrating Reagents Generated In Situ3.1 Acyl Nitrates3.2 Trimethylsilyl Nitrate3.3 Nitro Onium Salts4 Organic Nitronium Salts5 Organic Nitrates and Nitrites5.1 Ammonium Nitrates5.2 Heteroarylium Nitrates5.3 Other Organic Nitrates5.4 Organic Nitrites6 Conclusion and Outlook

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Recent advances in ipso-nitration reactions

Cited by 18 publications

References 25 publications

Chlorination of oxybenzone and prediction of transformation products using non-equilibrium “forced” molecular dynamics

Chlorination of oxybenzone and prediction of transformation products using non-equilibrium “forced” molecular dynamics

Copper-Mediated C–X Functionalization of Aryl Halides

Organic Nitrating Reagents

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