“FeS”-Assisted Scission of Strong Bonds in Phenoxydiphenylmethanes. Competition between Hydrogen Atom Transfer and Free Radical Rearrangement Pathways

1999 ◽  
Vol 13 (4) ◽  
pp. 927-933 ◽  
Author(s):  
Tom Autrey ◽  
John C. Linehan ◽  
Lauren Kaune ◽  
Tess R. Powers ◽  
Eric F. McMillan ◽  
...  
Keyword(s):  
Free Radical ◽  
Hydrogen Atom ◽  
Hydrogen Atom Transfer ◽  
Atom Transfer ◽  
Radical Rearrangement

Transition-metal-free radical relay cyclization of vinyl azides with 1,4-dihydropyridines involving a 1,5-hydrogen-atom transfer: access to α-tetralone scaffolds

2020 ◽  
Vol 7 (22) ◽  
pp. 3638-3647
Author(s):  
Yangzhen Liao ◽  
Yu Ran ◽  
Guijun Liu ◽  
Peijun Liu ◽  
Xiaozu Liu
Keyword(s):  
Free Radical ◽  
Hydrogen Atom ◽  
Transition Metal ◽  
Hydrogen Atom Transfer ◽  
Atom Transfer ◽  
Metal Free ◽  
Vinyl Azides

The remote C(sp3)–H functionalization enabled by a radical-mediated 1,5-hydrogen-atom transfer (HAT) process using vinyl azides and 1,4-dihydropyridines as precursors has been described.

scholarly journals Characterization and Fate of Hydrogen-Bonded Free-Radical Intermediates and Their Coupling Products from the Hydrogen Atom Transfer Agent 1,8-Naphthalenediol

ACS Omega ◽  
2018 ◽  
Vol 3 (4) ◽  
pp. 3918-3927 ◽  
Author(s):  
Paola Manini ◽  
Massimo Bietti ◽  
Marco Galeotti ◽  
Michela Salamone ◽  
Osvaldo Lanzalunga ◽  
...  
Keyword(s):  
Free Radical ◽  
Hydrogen Atom ◽  
Hydrogen Atom Transfer ◽  
Atom Transfer ◽  
Radical Intermediates ◽  
Hydrogen Bonded

scholarly journals Anchimeric Assistance in Hydrogen-Atom Transfer to Bromine

2004 ◽  
Vol 57 (7) ◽  
pp. 651 ◽  
Author(s):  
Anna K. Croft ◽  
Christopher J. Easton
Keyword(s):  
Free Radical ◽  
Hydrogen Atom ◽  
Transition State ◽  
Hydrogen Atom Transfer ◽  
Atom Transfer ◽  
Rate Enhancement ◽  
Anchimeric Assistance ◽  
Electron Donation ◽  
Electron Demand

The free-radical benzylic brominations of series of phenylalanine derivatives and O-phenylalkyl benzoates and N-phenylalkylamides with N-bromosuccinimide exhibit anchimeric assistance by neighbouring ester and amido groups. Rate enhancement occurs through electron donation to the electropositive carbon centre that develops in the transition state of the hydrogen-atom transfer to bromine. The extent of the effect depends on the electron demand at the benzylic position and the electron-donating ability of the neighbouring group.

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