Improved Nitrations Using Metal Nitrate–Sulfuric Acid Systems

(Anthracen-9-yl)methyl sulfides as a mechanistic probe for chemical as well as photochemical electron-transfer reactions

“…[41][42][43][44] Mechanistic details of CAN-mediated nitration of several polynuclear arenes are available in literature. 23,[41][42][43][44][59][60][61] Interestingly, formation of 7 and 8 in the CAN-mediated transformation of anthracene and its derivatives has not been reported earlier. A logical conclusion here is that the 9-(2-alkylthiomethyl) substituent plays a persuasive role in the generation of 7 and 8.…”

“…[3][4][5][6][7][8][9][10][11] One of the most frequently used reagents for the oxidative generation of radicals is the strong one-electron oxidant cerium(IV) ammonium nitrate (CAN). CAN has been widely used in organic reactions which include oxidation, [12][13][14][15][16] oxidative addition, [17][18][19][20][21] photooxidation, 22 nitration, [23][24][25] deprotection, 26,27 graft polymerization, 28,29 etc. Intermediates formed in these reactions may undergo oxidative fragmentation, 30,31 rearrangement, [32][33][34] or C-H, C-C and C-S bond [35][36][37][38] cleavages.…”

Peroxy Compounds as Eco-Friendly Catalysts for Nitration of Aromatic Compounds Using Sodium Nitrite in Aqueous Bisulfate Medium

“…20), and V(V) heteropolyacids 21 have also been used as efficient catalysts to synthesize nitroaromatic compounds in the presence of dilute HNO3. Literature reports also revealed the use of an array of metal nitrates 22-31 and melamine nitrate 32 were also used as effective nitrating agents for the synthesis of nitro-organic compounds. Ipso nitration of aryl boronic acids was reported 33 in aqueous media using NaNO2/Cu2O/aqNH3.…”

A practical approach for regioselective mono-nitration of phenols under mild conditions

“…Also many methods have been reported using metal nitrates as source of nitronium ion. [21][22][23][24][25][26][27][28][29][30] However, these metal nitrates often need extra co-reagents such as phase transfer catalysts or expensive ionic liquids achieve desirable outcomes. Therefore, it is worthwhile to seek for alternative methods that could overcome these problems.…”