ChemInform Abstract: Pioneering Metal-Free Oxidative Coupling Strategy of Aromatic Compounds Using Hypervalent Iodine Reagents

ChemInform ◽  
2015 ◽  
Vol 46 (52) ◽  
pp. no-no
Author(s):  
Yasuyuki Kita ◽  
Toshifumi Dohi
Keyword(s):  
Aromatic Compounds ◽  
Oxidative Coupling ◽  
Hypervalent Iodine ◽  
Metal Free ◽  
Coupling Strategy

Metal free oxidative coupling of aryl formamides with alcohols for the synthesis of carbamates

2014 ◽  
Vol 12 (14) ◽  
pp. 2172-2175 ◽  
Author(s):  
N. Veera Reddy ◽  
K. Rajendra Prasad ◽  
P. Sudhir Reddy ◽  
M. Lakshmi Kantam ◽  
K. Rajender Reddy
Keyword(s):  
Oxidative Coupling ◽  
New Method ◽  
Hypervalent Iodine ◽  
Direct Transformation ◽  
Metal Free

A new method under metal free conditions has been developed for the direct transformation of N-aryl formamides to corresponding N-aryl carbamates with alcohols using hypervalent iodine reagents as oxidants. The reaction has been postulated to go through the formation of isocyanate intermediates.

Metal-free Oxidative Cross-Coupling Reaction of Aromatic Compounds Containing Heteroatoms

Synlett ◽  
2017 ◽  
Vol 28 (14) ◽  
pp. 1680-1694 ◽  
Author(s):  
Koji Morimoto ◽  
Toshifumi Dohi ◽  
Yasuyuki Kita
Keyword(s):  
Aromatic Compounds ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Hypervalent Iodine ◽  
Coupling Reactions ◽  
Heteroaromatic Compounds ◽  
Metal Free ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Biaryl Coupling

The biaryl unit containing a heteroatom is a key structure in a large number of natural products and π-conjugated organic systems. The cross-couplings can provide powerful methods for the construction of biaryls and heterobiaryls; thus the development of a new coupling method has been intensively studied by synthetic chemists. Therefore, the oxidative biaryl coupling reaction of arenes containing a heteroatom is a significantly attractive, convenient, and straightforward route to the synthesis of biaryls due to its operational simplicity avoiding the preparation of the corresponding halogenated and metallated arenes. In this report, recent progress in the field of metal-free oxidative cross-coupling reactions of aromatic compounds using hypervalent iodine(III) reagents, is presented.1 Introduction2 Cyanation and Halogenation Reactions of Heteroaromatic Compounds3 Biaryl Coupling Reaction of Heteroaromatic Compounds3.1 Regioselective Coupling Reaction of Thiophenes3.2 Cross-Coupling Reaction of Thiophenes3.3 Coupling Reaction of EDOT and Pyrroles3.4 Cross-Coupling Reaction of Pyrroles4 Cross-Coupling Reaction of Anilines5 Cross-Coupling Reaction of Phenols6 Cross-Coupling Reaction of N-Heteroaromatics with Aryl Radicals from Diaryliodonium(III) Salts7 Conclusion

scholarly journals Clean and Direct Synthesis of α,α′-Bithiophenes and Bipyrroles by Metal-Free Oxidative Coupling Using Recyclable Hypervalent Iodine(III) Reagents

2009 ◽  
Vol 57 (7) ◽  
pp. 710-713 ◽  
Author(s):  
Toshifumi Dohi ◽  
Koji Morimoto ◽  
Chieko Ogawa ◽  
Hiromichi Fujioka ◽  
Yasuyuki Kita
Keyword(s):  
Oxidative Coupling ◽  
Direct Synthesis ◽  
Hypervalent Iodine ◽  
Metal Free

Stabilized pyrrolyl iodonium salts and metal-free oxidative cross-coupling

2016 ◽  
Vol 14 (38) ◽  
pp. 8947-8951 ◽  
Author(s):  
Koji Morimoto ◽  
Yusuke Ohnishi ◽  
Daichi Koseki ◽  
Akira Nakamura ◽  
Toshifumi Dohi ◽  
...  
Keyword(s):  
Aromatic Compounds ◽  
Cross Coupling ◽  
Hypervalent Iodine ◽  
Iodonium Salts ◽  
Metal Free

We have developed a direct oxidative C–H bond arylation of pyrroles with various aromatic compounds via stabilized pyrrolyl iodonium(iii) salts generated from modified hypervalent iodine(iii) and TMSCl as an activator.

Regioselective C3-H Trifluoromethylation of 2H-Indazole Under Transition-Metal-Free Photoredox Catalysis

2019 ◽  
Author(s):  
Arumugavel Murugan ◽  
Venkata Nagarjuna Babu ◽  
Nagaraj Sabarinathan ◽  
Sharada Duddu. S
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Practical Approach ◽  
Hypervalent Iodine ◽  
Radical Mechanism ◽  
Photoredox Catalysis ◽  
Metal Free

Here we report a visible-light-promoted metal-free regioselective C3-H trifluoromehtylation reaction that proceeds via radical mechanism and which supported by control experiments. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the present trifluoromethylation reaction and synthesis of a library of trifluoromethylated indazoles.

Formation of Carbon-Oxygen Bond Mediated by Hypervalent Iodine Reagents Under Metal-free Conditions

2020 ◽  
Vol 17 ◽  
Author(s):  
Ayesha Jalil ◽  
Yaxin O Yang ◽  
Zhendong Chen ◽  
Rongxuan Jia ◽  
Tianhao Bi ◽  
...  
Keyword(s):  
Natural Products ◽  
Bond Formation ◽  
Building Blocks ◽  
Review Article ◽  
Hypervalent Iodine ◽  
Metal Free ◽  
Bioactive Natural Products ◽  
The Past ◽  
Oxygen Bond ◽  
Privileged Scaffolds

: Hypervalent iodine reagents are a class of non-metallic oxidants have been widely used in the construction of several sorts of bond formations. This surging interest in hypervalent iodine reagents is essentially due to their very useful oxidizing properties, combined with their benign environmental character and commercial availability from the past few decades ago. Furthermore, these hypervalent iodine reagents have been used in the construction of many significant building blocks and privileged scaffolds of bioactive natural products. The purpose of writing this review article is to explore all the transformations in which carbon-oxygen bond formation occurred by using hypervalent iodine reagents under metal-free conditions

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