Visible-light-mediated catalytic decarboxylative alkylation of 2-pyridone derivatives via a C3-selective C–H functionalization

2021 ◽  
Author(s):  
Worawat Niwetmarin ◽  
Rungroj Saruengkhanphasit ◽  
Chatchakorn Eurtivong ◽  
Somsak Ruchirawat
Keyword(s):  
Visible Light ◽  
Carboxylic Acids ◽  
Reductive Cleavage ◽  
Alkyl Radicals

A direct C–H functionalization approach to access C3-alkylated 2-pyridone derivatives is reported. This study utilizes N-hydroxyphthalimide (NHPI) esters of various carboxylic acids as sources for alkyl radicals by reductive cleavage...

Decarboxylative C–C and C–N Bond Formation via Ligand-Accelerated Iron Photocatalysis

2019 ◽  
Author(s):  
Guangshou Feng ◽  
Xiaofei Wang ◽  
Jian Jin
Keyword(s):  
Visible Light ◽  
Carboxylic Acids ◽  
Visible Light Irradiation ◽  
Bond Formation ◽  
Light Irradiation ◽  
Alkyl Radicals ◽  
Michael Acceptors

Through iron photocatalysis, a mild and effective protocol for the decarboxylative C–C and C–N bond formation has been achieved. The carboxylic acids readily underwent radical decarboxylation in the presence of Fe<sub>2</sub>(SO<sub>4</sub>)<sub>3 </sub>and di-(2-picolyl)amine with visible light irradiation. The resultant alkyl radicals then reacted with Michael acceptors or azodicarboxylates to furnish the adducts.<br>

Decarboxylative C–C and C–N Bond Formation via Ligand-Accelerated Iron Photocatalysis

2019 ◽  
Author(s):  
Guangshou Feng ◽  
Xiaofei Wang ◽  
Jian Jin
Keyword(s):  
Visible Light ◽  
Carboxylic Acids ◽  
Visible Light Irradiation ◽  
Bond Formation ◽  
Light Irradiation ◽  
Alkyl Radicals ◽  
Michael Acceptors

Through iron photocatalysis, a mild and effective protocol for the decarboxylative C–C and C–N bond formation has been achieved. The carboxylic acids readily underwent radical decarboxylation in the presence of Fe<sub>2</sub>(SO<sub>4</sub>)<sub>3 </sub>and di-(2-picolyl)amine with visible light irradiation. The resultant alkyl radicals then reacted with Michael acceptors or azodicarboxylates to furnish the adducts.<br>

Visible-Light Photosensitized Aryl and Alkyl Decarboxylative Carbon-Heteroatom and Carbon-Carbon Bond Formations

2019 ◽  
Author(s):  
Tuhin Patra ◽  
Satobhisha Mukherjee ◽  
Jiajia Ma ◽  
Felix Strieth-Kalthoff ◽  
Frank Glorius
Keyword(s):  
Energy Transfer ◽  
Visible Light ◽  
Alkyl Radical ◽  
General Strategy ◽  
Alkyl Radicals ◽  
Bond Forming ◽  
Radical Trapping ◽  
Carbon Carbon Bond ◽  
Radical Generation ◽  
Trapping Agent

<sub>A general strategy to access both aryl and alkyl radicals by photosensitized decarboxylation of the corresponding carboxylic acids esters has been developed. An energy transfer mediated homolysis of unsymmetrical sigma-bonds for a concerted fragmentation/decarboxylation process is involved. As a result, an independent aryl/alkyl radical generation step enables a series of key C-X and C-C bond forming reactions by simply changing the radical trapping agent.</sub>

On-DNA Derivatization of Quinoxalin-2-ones by Visible-Light-Triggered Alkylation with Carboxylic Acids

2021 ◽  
Author(s):  
Yue Zhang ◽  
Huadong Luo ◽  
Huiyong Ma ◽  
Jinqiao Wan ◽  
Yue Ji ◽  
...  
Keyword(s):  
Visible Light ◽  
Carboxylic Acids

scholarly journals Decarboxylative Cyanation of Aliphatic Carboxylic Acids via Visible-Light Flavin Photocatalysis

2019 ◽  
Vol 21 (5) ◽  
pp. 1368-1373 ◽  
Author(s):  
Nieves P. Ramirez ◽  
Burkhard König ◽  
Jose C. Gonzalez-Gomez
Keyword(s):  
Visible Light ◽  
Carboxylic Acids ◽  
Aliphatic Carboxylic Acids

scholarly journals Carbonylation of Alkyl Radicals Derived from Organosilicates through Visible‐Light Photoredox Catalysis

2019 ◽  
Vol 58 (6) ◽  
pp. 1789-1793 ◽  
Author(s):  
Alex Cartier ◽  
Etienne Levernier ◽  
Vincent Corcé ◽  
Takahide Fukuyama ◽  
Anne‐Lise Dhimane ◽  
...  
Keyword(s):  
Visible Light ◽  
Photoredox Catalysis ◽  
Alkyl Radicals

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.

Decarboxylative sulfenylation of amino acids via metallaphotoredox catalysis

2019 ◽  
Vol 6 (18) ◽  
pp. 3224-3227 ◽  
Author(s):  
Lidan Wei ◽  
Chengjuan Wu ◽  
Chen-Ho Tung ◽  
Wenguang Wang ◽  
Zhenghu Xu
Keyword(s):  
Amino Acids ◽  
Visible Light ◽  
Carboxylic Acids ◽  
Mild Conditions ◽  
Cooperative Catalysis

A nickel/visible light photoredox co-catalyzed decarboxylative thiolation reaction of carboxylic acids has been developed. This odorless sulfenylation reaction proceeded well via a nickel/photoredox cooperative catalysis pathway under very mild conditions.

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