scholarly journals Iron(III)-Catalyzed Highly Regioselective Halogenation of 8-Amidoquinolines in Water

Molecules ◽  
2019 ◽  
Vol 24 (3) ◽  
pp. 535 ◽  
Author(s):  
Yang Long ◽  
Lei Pan ◽  
Xiangge Zhou
Keyword(s):  
Electron Transfer ◽  
Reaction Mechanism ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Mild Conditions ◽  
Simple Protocol

A simple protocol of iron(III)-catalyzed halogenation of 8-amidoquinolines in water under mild conditions was developed, affording the 5-halogenlated products in good to excellent yields up to 98%. The reaction mechanism most likely involves a single-electron transfer (SET) process.

scholarly journals Ni/Co-Catalyzed Homo-Coupling of Alkyl Tosylates

Molecules ◽  
2019 ◽  
Vol 24 (8) ◽  
pp. 1458 ◽  
Author(s):  
Kimihiro Komeyama ◽  
Ryusuke Tsunemitsu ◽  
Takuya Michiyuki ◽  
Hiroto Yoshida ◽  
Itaru Osaka
Keyword(s):  
Electron Transfer ◽  
Oxidative Addition ◽  
Alkyl Halides ◽  
Cobalt Catalysts ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Mild Conditions

A direct reductive homo-coupling of alkyl tosylates has been developed by employing a combination of nickel and nucleophilic cobalt catalysts. A single-electron-transfer-type oxidative addition is a pivotal process in the well-established nickel-catalyzed coupling of alkyl halides. However, the method cannot be applied to the homo-coupling of ubiquitous alkyl tosylates due to the high-lying σ*(C–O) orbital of the tosylates. This paper describes a Ni/Co-catalyzed protocol for the activation of alkyl tosylates on the construction of alkyl dimers under mild conditions.

Formation of Carbanions from Carboxylate Ions Bearing Electron-Withdrawing Groups via Photoinduced Decarboxylation: Addition of Generated Carbanions to Benzaldehyde

2015 ◽  
Vol 68 (11) ◽  
pp. 1668 ◽  
Author(s):  
Yuta Kumagai ◽  
Takashi Naoe ◽  
Keisuke Nishikawa ◽  
Kazuyuki Osaka ◽  
Toshio Morita ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Electron Acceptor ◽  
Radical Anion ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Mild Conditions ◽  
Efficient Generation ◽  
Photochemical Method

The photoinduced decarboxylation of carboxylate ions bearing electron-withdrawing groups using biphenyl and 1,4-dicyanonaphthalene leads to the efficient generation of carbanions under mild conditions. The efficiency of the carbanion generation is strongly dependent on the single-electron transfer from the photogenerated radical anion of the electron-acceptor to the radical. In particular, the cyanomethyl anion formed using this photochemical method can be added to benzaldehydes to give the corresponding adducts.

Reversal of Polarity by Catalytic SET Oxidation: Synthesis of Azabicyclo[m.n.o]alkanes via Chemoselective Reduction of Amidines

2021 ◽  
Author(s):  
Sundarababu Baskaran ◽  
Kirana D V ◽  
Kanak Kanti Das
Keyword(s):  
Electron Transfer ◽  
Stereoselective Synthesis ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Catalytic Method ◽  
One Pot ◽  
Oxidative System ◽  
Oxidation Synthesis

A one-pot catalytic method has been developed for the stereoselective synthesis of cyclopropane-fused cyclic amidines using CuBr2/K2S2O8 as an efficient single electron transfer (SET) oxidative system. The generality of this...

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