ChemInform Abstract: Hypervalent Iodine Induced Oxidative Cross Coupling via Thiophene Cation Radical Intermediate.

ChemInform ◽  
2013 ◽  
Vol 44 (18) ◽  
pp. no-no
Author(s):  
Toshifumi Dohi ◽  
Motoki Ito ◽  
Sho Sekiguchi ◽  
Yohei Ishikado ◽  
Yasuyuki Kita
Keyword(s):  
Cation Radical ◽  
Cross Coupling ◽  
Hypervalent Iodine ◽  
Radical Intermediate

HYPERVALENT IODINE INDUCED OXIDATIVE CROSS COUPLING VIA Thiophene CATION RADICAL INTERMEDIATE

Heterocycles ◽  
2012 ◽  
Vol 86 (1) ◽  
pp. 767 ◽  
Author(s):  
Yasuyuki Kita ◽  
Toshifumi Dohi ◽  
Motoki Ito ◽  
Sho Sekiguchi ◽  
Yohei Ishikado
Keyword(s):  
Cation Radical ◽  
Cross Coupling ◽  
Hypervalent Iodine ◽  
Radical Intermediate

Synthesis of unsymmetrical phenylurea derivatives via oxidative cross coupling of aryl formamides with amines under metal-free conditions

2015 ◽  
Vol 39 (2) ◽  
pp. 805-809 ◽  
Author(s):  
Nagireddy Veera Reddy ◽  
Pailla Santhosh Kumar ◽  
Peddi Sudhir Reddy ◽  
Mannepalli Lakshmi Kantam ◽  
Kallu Rajender Reddy
Keyword(s):  
Cross Coupling ◽  
Hypervalent Iodine ◽  
Direct Transformation ◽  
Metal Free

A direct transformation of N-aryl formamides to the corresponding phenylurea derivatives via the formation of isocyanate intermediates is achieved in good yields using hypervalent iodine reagents as external oxidants.

Observation of a radical intermediate in the one electron oxidation of 5-methyl-1-thia-5-azacyclooctane by •Br2−

1984 ◽  
Vol 62 (9) ◽  
pp. 1874-1876 ◽  
Author(s):  
Warren Kenneth Musker ◽  
Parminder S. Surdhar ◽  
Rizwan Ahmad ◽  
David A. Armstrong
Keyword(s):  
Aqueous Solution ◽  
Rate Constant ◽  
Half Life ◽  
Cation Radical ◽  
Order Rate Constant ◽  
Type Structure ◽  
Radical Intermediate ◽  
Text Type ◽  
First Order ◽  
The One

The one electron oxidant •Br2− reacts with 5-methyl-1-thia-5-azacyclooctane (4) in aqueous solution at high pH with an overall rate constant of ~2 × 108 M s−1. The radical intermediate produced has a broad maximum at 500 nm with ε = 2400 M−1 cm−1 and at pH 10 decays with a first order rate constant of 2.3 ± 0.3 × 104 s−1, first half-life of 30 ± 5 μs. Its characteristics do not correspond to those of the [Formula: see text] species reported by Asmus and co-workers. The species appears to be the same as the cation radical reported earlier in the one electron oxidation of 4 in acetonitrile. This species is considered to have an [Formula: see text] type structure, which provides transannular stabilization.

ChemInform Abstract: Clean Synthesis of N-Pyrrolyl Azoles by Metal-Free Oxidative Cross-Coupling Using Recyclable Hypervalent Iodine Reagent.

ChemInform ◽  
2016 ◽  
Vol 47 (6) ◽  
pp. no-no
Author(s):  
Koji Morimoto ◽  
Ryosuke Ogawa ◽  
Daichi Koseki ◽  
Yusuke Takahashi ◽  
Toshifumi Dohi ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Hypervalent Iodine ◽  
Metal Free ◽  
Clean Synthesis

Metal-Free Oxidative Cross-Coupling of Pyrroles with Electron-Rich Arenes Using Recyclable Hypervalent Iodine(III) Reagent

Heterocycles ◽  
2018 ◽  
Vol 97 (1) ◽  
pp. 632
Author(s):  
Yasuyuki Kita ◽  
Koji Morimoto ◽  
Toru Kamitanaka ◽  
Toshifumi Dohi
Keyword(s):  
Cross Coupling ◽  
Hypervalent Iodine ◽  
Metal Free
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