Mechanism of and Products from the Oxidation of Phenols by Hypervalent Iodine Compounds

1970 ◽  
Vol 4 (8) ◽  
pp. 1719-1726
Author(s):  
J. Kresta ◽  
H. K. Livingston
Keyword(s):  
Hypervalent Iodine ◽  
Iodine Compounds ◽  
Oxidation Of Phenols

Hypervalent Iodine Reagents in the Synthesis of Flavonoids and Related Compounds

2020 ◽  
Vol 24 (18) ◽  
pp. 2031-2047
Author(s):  
Rajesh Kumar ◽  
Nitya Sharma ◽  
Om Prakash
Keyword(s):  
Carbonyl Compounds ◽  
Hypervalent Iodine ◽  
Unsaturated Ketones ◽  
Oxidative Rearrangement ◽  
Iodine Compounds ◽  
Oxidative Transformations ◽  
Oxidation Of Phenols ◽  
Related Compounds

Hypervalent iodine compounds have proved to be very useful reagents to bring about various oxidative transformations including (i) α-functionalization of carbonyl compounds, (ii) oxidation of phenols, and (iii) oxidative rearrangement of ketones and α,β- unsaturated ketones. These reactions find interesting applications in the development of newer and convenient approaches for the synthesis of flavonoids. This review focuses on the use of most common three hypervalent compounds, namely iodobenzene diacetate, [hydroxy(tosyloxy)iodo]benzene, and [bis-trifluoroacetoxy(iodo)]benzene in the synthesis of cis/trans-3-hydroxyflavanones, 3-hydroxyflavones (flavonols), flavones, isoflavones and related compounds.

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.

The IX (X=O,N,C) Double Bond in Hypervalent Iodine Compounds: Is it Real?

2014 ◽  
Vol 53 (36) ◽  
pp. 9617-9621 ◽  
Author(s):  
Alexander S. Ivanov ◽  
Ivan A. Popov ◽  
Alexander I. Boldyrev ◽  
Viktor V. Zhdankin
Keyword(s):  
Double Bond ◽  
Hypervalent Iodine ◽  
Iodine Compounds

scholarly journals Mechanistic investigation into phenol oxidation by IBX elucidated by DFT calculations

2020 ◽  
Vol 18 (6) ◽  
pp. 1117-1129 ◽  
Author(s):  
Amritpal Kaur ◽  
Alireza Ariafard
Keyword(s):  
Density Functional Theory ◽  
Dft Calculations ◽  
Density Functional ◽  
Phenol Oxidation ◽  
Hypervalent Iodine ◽  
Functional Theory ◽  
Mechanistic Investigation ◽  
Oxidation Of Phenols ◽  
Double Oxidation

Density functional theory (DFT) at the SMD/M06-2X/def2-TZVP//SMD/M06-2X/LANL2DZ(d),6-31G(d) level was used to explore the regioselective double oxidation of phenols by a hypervalent iodine(v) reagent (IBX) to give o-quinones.

A novel method for the synthesis of 4′-thiopyrimidine nucleosides using hypervalent iodine compounds

2003 ◽  
Vol 1 (21) ◽  
pp. 3692-3697 ◽  
Author(s):  
Naozumi Nishizono ◽  
Ryosuke Baba ◽  
Chika Nakamura ◽  
Kazuaki Oda ◽  
Minoru Machida
Keyword(s):  
Hypervalent Iodine ◽  
Iodine Compounds ◽  
Novel Method

Electrochemical reduction of some hypervalent iodine compounds

1991 ◽  
Vol 36 (9) ◽  
pp. 1391-1395 ◽  
Author(s):  
Georgios Kokkinidis ◽  
Evangelia Hatzigrigoriou ◽  
Dimitra Sazou ◽  
Anastasios Varvoglis
Keyword(s):  
Electrochemical Reduction ◽  
Hypervalent Iodine ◽  
Iodine Compounds
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