Hypervalent iodine-catalyzed oxidative amidation of methylarenes

RSC Advances ◽  
2014 ◽  
Vol 4 (60) ◽  
pp. 31817-31820 ◽  
Author(s):  
Kobra Azizi ◽  
Meghdad Karimi ◽  
Akbar Heydari
Keyword(s):  
Aqueous Solution ◽  
Hypervalent Iodine ◽  
Butyl Hydroperoxide ◽  
Oxidative Amidation

Hypervalent iodine-catalyzed oxidative amidation of methylarenes to the corresponding amides by using an oxidant (tert-butyl hydroperoxide, 70% aqueous solution) is discussed.

scholarly journals Practical Synthesis of 2-Iodosobenzoic Acid (IBA) without Contamination by Hazardous 2-Iodoxybenzoic Acid (IBX) under Mild Conditions

Molecules ◽  
2021 ◽  
Vol 26 (7) ◽  
pp. 1897
Author(s):  
Hideyasu China ◽  
Nami Kageyama ◽  
Hotaka Yatabe ◽  
Naoko Takenaga ◽  
Toshifumi Dohi
Keyword(s):  
Aqueous Solution ◽  
Room Temperature ◽  
Practical Method ◽  
Hypervalent Iodine ◽  
Mild Conditions ◽  
Sequential Procedures ◽  
Iodine Compounds ◽  
Practical Synthesis ◽  
Iodosobenzoic Acid ◽  
Lower Temperature

We report a convenient and practical method for the preparation of nonexplosive cyclic hypervalent iodine(III) oxidants as efficient organocatalysts and reagents for various reactions using Oxone® in aqueous solution under mild conditions at room temperature. The thus obtained 2-iodosobenzoic acids (IBAs) could be used as precursors of other cyclic organoiodine(III) derivatives by the solvolytic derivatization of the hydroxy group under mild conditions of 80 °C or lower temperature. These sequential procedures are highly reliable to selectively afford cyclic hypervalent iodine compounds in excellent yields without contamination by hazardous pentavalent iodine(III) compound.

Oxidative Amidation of Phenols through the Use of Hypervalent Iodine Reagents: Development and Applications

Synthesis ◽  
2007 ◽  
Vol 2007 (24) ◽  
pp. 3759-3772 ◽  
Author(s):  
Marco Ciufolini ◽  
Norbert Braun ◽  
Sylvain Canesi ◽  
Malika Ousmer ◽  
Jonah Chang ◽  
...  
Keyword(s):  
Hypervalent Iodine ◽  
Oxidative Amidation

The radical versus ionic mechanisms of reduced cobalamin inactivation by tert-butyl hydroperoxide and hydrogen peroxide in aqueous solution

2021 ◽  
Author(s):  
Denis S. Salnikov ◽  
Sergei V. Makarov ◽  
Oscar I. Koifman
Keyword(s):  
Aqueous Solution ◽  
Hydrogen Peroxide ◽  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Tert Butyl Hydroperoxide ◽  
Ionic Mechanisms

It was demonstrated that antioxidants cannot protect reduced cobalamin against its modification by hydrogen peroxide.

Asparagine-selective cleavage of peptide bonds through hypervalent iodine-mediated Hofmann rearrangement in neutral aqueous solution

2014 ◽  
Vol 5 (7) ◽  
pp. 2747 ◽  
Author(s):  
Kana Tanabe ◽  
Atsuhiko Taniguchi ◽  
Takuya Matsumoto ◽  
Kounosuke Oisaki ◽  
Youhei Sohma ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Hypervalent Iodine ◽  
Peptide Bonds ◽  
Hofmann Rearrangement ◽  
Neutral Aqueous Solution

ChemInform Abstract: Oxidative Amidation of Phenols Through the Use of Hypervalent Iodine Reagents: Development and Applications

ChemInform ◽  
2008 ◽  
Vol 39 (14) ◽  
Author(s):  
Marco A. Ciufolini ◽  
Norbert A. Braun ◽  
Sylvain Canesi ◽  
Malika Ousmer ◽  
Jonah Chang ◽  
...  
Keyword(s):  
Hypervalent Iodine ◽  
Oxidative Amidation
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