ChemInform Abstract: m-Terphenyl Ethers, a New Hydroxy Protecting Group Cleavable under Reductive Single Electron Transfer Reaction Conditions.

ChemInform ◽  
2011 ◽  
Vol 42 (38) ◽  
pp. no-no
Author(s):  
Ugo Azzena ◽  
Sarah Mocci ◽  
Luisa Pisano
Keyword(s):  
Electron Transfer ◽  
Transfer Reaction ◽  
Electron Transfer Reaction ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Protecting Group ◽  
Reaction Conditions ◽  
Single Electron Transfer Reaction

scholarly journals Selective C-N σ Bond Cleavage in Azetidinyl Amides under Transition Metal-Free Conditions

Molecules ◽  
2019 ◽  
Vol 24 (3) ◽  
pp. 459 ◽  
Author(s):  
Hengzhao Li ◽  
Zemin Lai ◽  
Adila Adijiang ◽  
Hongye Zhao ◽  
Jie An
Keyword(s):  
Electron Transfer ◽  
Transition Metal ◽  
Transfer Reaction ◽  
Bond Cleavage ◽  
Electron Transfer Reaction ◽  
Amide Bond ◽  
Single Electron Transfer ◽  
Reaction Conditions ◽  
Metal Free ◽  
Single Electron Transfer Reaction

Functionalization of amide bond via the cleavage of a non-carbonyl, C-N σ bond remains under-investigated. In this work, a transition-metal-free single-electron transfer reaction has been developed for the C-N σ bond cleavage of N-acylazetidines using the electride derived from sodium dispersions and 15-crown-5. Of note, less strained cyclic amides and acyclic amides are stable under the reaction conditions, which features the excellent chemoselectivity of the reaction. This method is amenable to a range of unhindered and sterically encumbered azetidinyl amides.

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