scholarly journals Silyl-mediated photoredox-catalyzed Giese reaction: addition of non-activated alkyl bromides

2018 ◽  
Vol 9 (32) ◽  
pp. 6639-6646 ◽  
Author(s):  
Abdellatif ElMarrouni ◽  
Casey B. Ritts ◽  
Jaume Balsells
Keyword(s):  
Visible Light ◽  
Hdac Inhibitor ◽  
Addition Reaction ◽  
Conjugate Addition ◽  
Photoredox Catalysis ◽  
Unsaturated Esters ◽  
Alkyl Bromides ◽  
Michael Acceptors

The development of a conjugate addition reaction of non-activated alkyl bromides to Michael acceptors under visible-light photoredox catalysis is disclosed. A diverse set of alkyl bromides was successfully added to α,β-unsaturated esters and amides. This transformation allowed access to a key intermediate of Vorinostat®, an HDAC inhibitor used to fight cancer and HIV.

scholarly journals C( sp 3 )−C( sp 3 ) Cross‐Coupling of Alkyl Bromides and Ethers Mediated by Metal and Visible Light Photoredox Catalysis

2020 ◽  
Vol 362 (12) ◽  
pp. 2367-2372 ◽  
Author(s):  
Marilia S. Santos ◽  
Arlene G. Corrêa ◽  
Márcio W. Paixão ◽  
Burkhard König
Keyword(s):  
Visible Light ◽  
Cross Coupling ◽  
Photoredox Catalysis ◽  
Alkyl Bromides

Visible Light Photoredox Catalysis: Generation and Addition of N-Aryltetrahydroisoquinoline-Derived α-Amino Radicals to Michael Acceptors

2012 ◽  
Vol 14 (3) ◽  
pp. 672-675 ◽  
Author(s):  
Paul Kohls ◽  
Deepak Jadhav ◽  
Ganesh Pandey ◽  
Oliver Reiser
Keyword(s):  
Visible Light ◽  
Photoredox Catalysis ◽  
Michael Acceptors

Alkylation/1,2-aryl migration of α-aryl allylic alcohols with α-carbonyl alkyl bromides using visible-light photoredox catalysis

2015 ◽  
Vol 2 (11) ◽  
pp. 1457-1467 ◽  
Author(s):  
Yang Li ◽  
Bang Liu ◽  
Xuan-Hui Ouyang ◽  
Ren-Jie Song ◽  
Jin-Heng Li
Keyword(s):  
Visible Light ◽  
Allylic Alcohols ◽  
Photoredox Catalysis ◽  
Dicarbonyl Compound ◽  
Alkyl Bromides ◽  
Compound Synthesis ◽  
Alkene Difunctionalization

A visible-light-induced alkene difunctionalization strategy is described for 1,5-dicarbonyl compound synthesis through alkylation and 1,2-aryl migration.

A visible-light-activated rhodium complex in enantioselective conjugate addition of α-amino radicals with Michael acceptors

2017 ◽  
Vol 53 (54) ◽  
pp. 7665-7668 ◽  
Author(s):  
Shao-Xia Lin ◽  
Gui-Jun Sun ◽  
Qiang Kang
Keyword(s):  
Visible Light ◽  
Conjugate Addition ◽  
Rhodium Complex ◽  
Michael Acceptors

An efficient enantioselective conjugate addition of photogenerated α-amino radicals to Michael acceptors catalyzed by a single and newly prepared chiral-at-metal rhodium complex was established.

Regioselective C3-H Trifluoromethylation of 2H-Indazole Under Transition-Metal-Free Photoredox Catalysis

2019 ◽  
Author(s):  
Arumugavel Murugan ◽  
Venkata Nagarjuna Babu ◽  
Nagaraj Sabarinathan ◽  
Sharada Duddu. S
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Practical Approach ◽  
Hypervalent Iodine ◽  
Radical Mechanism ◽  
Photoredox Catalysis ◽  
Metal Free

Here we report a visible-light-promoted metal-free regioselective C3-H trifluoromehtylation reaction that proceeds via radical mechanism and which supported by control experiments. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the present trifluoromethylation reaction and synthesis of a library of trifluoromethylated indazoles.

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