scholarly journals Synthesis of Functionalized Cyclopropanes from Carboxylic Acids by a Radical Addition–Polar Cyclization Cascade

2018 ◽  
Vol 57 (47) ◽  
pp. 15430-15434 ◽  
Author(s):  
Chao Shu ◽  
Riccardo S. Mega ◽  
Björn J. Andreassen ◽  
Adam Noble ◽  
Varinder K. Aggarwal
Keyword(s):  
Carboxylic Acids ◽  
Radical Addition

Radical addition to acrylonitrile via catalytic photochemical decarboxylation of aliphatic carboxylic acids

2013 ◽  
Vol 54 (32) ◽  
pp. 4324-4326 ◽  
Author(s):  
Yasuharu Yoshimi ◽  
Sonoka Washida ◽  
Yoshiki Okita ◽  
Keisuke Nishikawa ◽  
Kousuke Maeda ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Radical Addition ◽  
Aliphatic Carboxylic Acids

Transition metal-free, visible-light-mediated construction of α,β-diamino esters via decarboxylative radical addition at room temperature

2019 ◽  
Vol 6 (13) ◽  
pp. 2245-2249 ◽  
Author(s):  
Guibing Wu ◽  
Jingwen Wang ◽  
Chengyu Liu ◽  
Maolin Sun ◽  
Lei Zhang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Carboxylic Acids ◽  
Room Temperature ◽  
Radical Addition ◽  
Metal Free ◽  
Radical Coupling

A metal-free photoredox catalyzed decarboxylative radical coupling of free-carboxylic acids and glyoxylic oximes was developed to synthesize α,β-diamino acids.

ChemInform Abstract: Radical Addition to Acrylonitrile via Catalytic Photochemical Decarboxylation of Aliphatic Carboxylic Acids.

ChemInform ◽  
2013 ◽  
Vol 44 (46) ◽  
pp. no-no
Author(s):  
Yasuharu Yoshimi ◽  
Sonoka Washida ◽  
Yoshiki Okita ◽  
Keisuke Nishikawa ◽  
Kousuke Maeda ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Radical Addition ◽  
Aliphatic Carboxylic Acids

scholarly journals Stereoselective Synthesis of Unnatural α-Amino Acids through Photoredox Catalysis

2020 ◽  
Author(s):  
Andrey Shatskiy ◽  
Anton Axelsson ◽  
Björn Blomkvist ◽  
Jian-Quan Liu ◽  
Peter Dinér ◽  
...  
Keyword(s):  
Amino Acids ◽  
Dft Calculations ◽  
Visible Light ◽  
Carboxylic Acids ◽  
Convenient Method ◽  
Stereoselective Synthesis ◽  
Catalytic Amount ◽  
Radical Addition ◽  
Photoredox Catalysis ◽  
Acid Radical

A protocol for stereoselective C-radical addition to a chiral glyoxylate-derived sulfinyl imine was developed through visible light-promoted photoredox catalysis, providing a convenient method for the synthesis of unnatural α-amino acids. The developed protocol allows the use of ubiquitous carboxylic acids as radical precursors without prior derivatization. The protocol utilizes near-stoichiometric amounts of the imine and the acid radical precursor in combination with a catalytic amount of an organic acridinium-based photocatalyst. The mechanism for the developed transformation is discussed and the stereodetermining radical addition step was studied by the DFT calculations.

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