Hypervalent iodine in organic synthesis: α-functionalization of carbonyl compounds

1995 ◽  
Vol 2 (2) ◽  
pp. 121-131 ◽  
Author(s):  
Om Prakash ◽  
Neena Saini ◽  
Madan P. Tanwar ◽  
Robert M. Moriarty
Keyword(s):  
Organic Synthesis ◽  
Carbonyl Compounds ◽  
Hypervalent Iodine

ChemInform Abstract: Hypervalent Iodine in Organic Synthesis: α-Functionalization of Carbonyl Compounds

ChemInform ◽  
2010 ◽  
Vol 27 (7) ◽  
pp. no-no
Author(s):  
O. PRAKASH ◽  
N. SAINI ◽  
M. P. TANWAR ◽  
R. M. MORIARTY
Keyword(s):  
Organic Synthesis ◽  
Carbonyl Compounds ◽  
Hypervalent Iodine

A Concise Review of Hypervalent Iodine with Special Reference to Dess- Martin Periodinane

2020 ◽  
Vol 17 (8) ◽  
pp. 946-957
Author(s):  
Ravindra V. Kupwade
Keyword(s):  
Organic Synthesis ◽  
Oxidative Coupling ◽  
Carbonyl Compounds ◽  
Hypervalent Iodine ◽  
Organic Transformations ◽  
Oxidative Functionalization ◽  
The Past ◽  
Concise Review ◽  
Iodine Compounds ◽  
Related Compounds

The chemistry of hypervalent iodine compounds has been experiencing considerable attention of organic chemists during the past few years. Hypervalent iodine reagents have found ubiquitous applications in organic synthesis because of their mild and highly chemoselective oxidizing properties, easy commercial availability, and environmental benign character. Along with oxidation of alcohol, they have also shown to be useful in number of organic transformations which include oxidative functionalization of carbonyl compounds, catalytic imidations, cyclization, oxidative coupling of phenols, amines and related compounds. Among various hypervalent iodine reagents, iodine-V compounds (λ5-iodanes) have attracted much attention in recent years. This review narrates the particular advances in iodine (V) reagents with special emphasis on the use of DMP in organic transformations.

One-Pot, Regioselective Synthesis of Homopropargyl Alcohols using Propargyl Bromide and Carbonyl Compound by the Mg-mediated Reaction under Solvent-free Conditions

2020 ◽  
Vol 17 (6) ◽  
pp. 438-442
Author(s):  
Xiaofang Ma ◽  
Shunxi Li ◽  
Samrat Devaramani ◽  
Guohu Zhao ◽  
Daqian Xu
Keyword(s):  
Reaction Time ◽  
Organic Synthesis ◽  
Carbonyl Compounds ◽  
Solvent Free ◽  
Propargyl Bromide ◽  
Important Goal ◽  
One Pot ◽  
Short Reaction Time ◽  
Solvent Free Conditions ◽  
Volatile Organic

The elimination of volatile organic solvents in organic synthesis is the most important goal in “Green” chemistry. We report a simple, efficient and facile method for the addition of progargyl bromide to carbonyl compounds using Mg metal as a mediator under solvent-free conditions which could regioselectively generate homopropargyl alcohols efficiently in good to excellent yields. The procedure has advantages such as short reaction time, operationally simple, excellent product yields, high regioselectivity and organic solvent-free.

scholarly journals Sulfur-based chiral iodoarenes: An underexplored class of chiral hypervalent iodine reagents

Synthesis ◽  
2021 ◽  
Author(s):  
Mohamed Elsherbini ◽  
Arnaud Osi ◽  
Haifa Alharbi ◽  
Fatemah Karam ◽  
Thomas Wirth
Keyword(s):  
Organic Synthesis ◽  
Hypervalent Iodine

Chiral hypervalent iodine reagents are active players in modern stereoselective organic synthesis. Structurally diverse chiral hypervalent iodine reagents have been synthesised and extensively studied, but hypervalent iodine reagents containing chiral sulfur stereogenic centre are scarce and their synthesis is challenging. A small library of iodoarenes containing chiral sulfinamide and chiral sulfoximine moieties has been synthesised using commercially available reagents. The oxidation of the chiral iodoarene precursors to iodine(III) reagents was cumbersome due to facile overoxidation of the sulfoxide moiety and hence loss of chirality under various oxidation conditions. Oxidation of chiral sulfonimidoyl derivatives to the corresponding hypervalent iodine reagents was successful and led to novel sulfur-based chiral iodine(III) reagents.

scholarly journals Hypervalent iodine oxidation of .ALPHA.,.BETA.-unsaturated carbonyl compounds.

1987 ◽  
Vol 35 (2) ◽  
pp. 570-577 ◽  
Author(s):  
YASUMITSU TAMURA ◽  
TAKAYUKI YAKURA ◽  
HIROAKI TERASHI ◽  
JUN-ICHI HARUTA ◽  
YASUYUKI KITA
Keyword(s):  
Carbonyl Compounds ◽  
Hypervalent Iodine ◽  
Alpha Beta

Hypervalent iodine catalysis for selective oxidation of Baylis–Hillman adducts via in situ generation of o-iodoxybenzoic acid (IBX) from 2-iodosobenzoic acid (IBA) in the presence of oxone

2016 ◽  
Vol 40 (12) ◽  
pp. 10300-10304 ◽  
Author(s):  
Raktani Bikshapathi ◽  
Parvathaneni Sai Prathima ◽  
Vaidya Jayathirtha Rao
Keyword(s):  
Selective Oxidation ◽  
Carbonyl Compounds ◽  
Hypervalent Iodine ◽  
In Situ Generation ◽  
Iodosobenzoic Acid ◽  
High Yields

An efficient, eco-friendly protocol for selective oxidation of primary and secondary Baylis–Hillman alcohols to the corresponding carbonyl compounds in high yields has been developed with 2-iodosobenzoic acid (IBA).

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