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

ChemInform ◽  
2009 ◽  
Vol 40 (52) ◽  
Author(s):  
Toshifumi Dohi ◽  
Koji Morimoto ◽  
Chieko Ogawa ◽  
Hiromichi Fujioka ◽  
Yasuyuki Kita
Keyword(s):  
Oxidative Coupling ◽  
Direct Synthesis ◽  
Hypervalent Iodine ◽  
Metal Free

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

scholarly journals Straightforward Strategies for the Preparation of NH-Sulfox­imines: A Serendipitous Story

Synlett ◽  
2017 ◽  
Vol 28 (19) ◽  
pp. 2525-2538 ◽  
Author(s):  
James Bull ◽  
Renzo Luisi ◽  
Leonardo Degennaro
Keyword(s):  
Transition Metal ◽  
Physicochemical Properties ◽  
Direct Synthesis ◽  
Transition Metal Catalysts ◽  
Hypervalent Iodine ◽  
Reaction Conditions ◽  
One Pot ◽  
Metal Free ◽  
Recent Developments ◽  
New Procedures

Sulfoximines are emerging as valuable new isosteres for use in medicinal chemistry, with the potential to modulate physicochemical properties. Recent developments in synthetic strategies have made the unprotected ‘free’ NH-sulfoximine group more readily available, facilitating further study. This account reviews approaches to NH-sulfoximines, with a focus on our contribution to the field. Starting from the development of catalytic strategies involving transition metals, more sustainable metal-free processes have been discovered. In particular, the use of hypervalent iodine reagents to mediate NH-transfer to sulfoxides is described, along with an assessment of the substrate scope. Furthermore, a one-pot strategy to convert sulfides directly into NH-sulfoximines is discussed, with N- and O-transfer occurring under the reaction conditions. Mechanistic evidence for the new procedures is included as well as relevant synthetic applications that further exemplify the potential of these approaches.1 Introduction2 Strategies to Form NH-Sulfoximines Involving Transition-Metal Catalysts3 Metal-Free Strategies to Prepare NH-Sulfoximines4 Mechanistic Evidence for the Direct Synthesis of NH-Sulfoximines from Sulfoxides and Sulfides5 Further Applications6 Conclusion

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.

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.

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