Formation of Carbon—Carbon and Carbon—Heteroatom Bonds by Electron Transfer Nucleophilic Substitution of Alkyl Halides

ChemInform ◽  
2005 ◽  
Vol 36 (48) ◽  
Author(s):  
Adriana B. Pierini ◽  
Alicia B. Penenory ◽  
Maria T. Baumgartner
Keyword(s):  
Electron Transfer ◽  
Nucleophilic Substitution ◽  
Alkyl Halides

Evidence for single electron transfer in the reaction of alkoxides with alkyl halides

1984 ◽  
Vol 25 (45) ◽  
pp. 5107-5110 ◽  
Author(s):  
E.C. Ashby ◽  
Dong-Hak Bae ◽  
Won-Suh Park ◽  
Robert N. Depriest ◽  
Wei-Yang Su
Keyword(s):  
Electron Transfer ◽  
Alkyl Halides ◽  
Single Electron ◽  
Single Electron Transfer

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.

scholarly journals An expedient route to heterocycles through α-arylation of ketones and arylamides by microwave induced thermal SRN1 reactions

RSC Advances ◽  
2014 ◽  
Vol 4 (34) ◽  
pp. 17490-17497 ◽  
Author(s):  
Silvia M. Soria-Castro ◽  
Daniel A. Caminos ◽  
Alicia B. Peñéñory
Keyword(s):  
Electron Transfer ◽  
Microwave Irradiation ◽  
Nucleophilic Substitution ◽  
Transfer Mechanism ◽  
Ring Closure ◽  
Electron Transfer Mechanism ◽  
Thermally Induced ◽  
Intramolecular Ring

Quick reaction by microwave irradiation promotes nucleophilic substitution by thermally induced electron transfer mechanism and allows to synthesize deoxibenzoin and indol heterocycles derivates by inter or intramolecular ring closure.

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