Visible-light induced decarboxylative C2-alkylation of benzothiazoles with carboxylic acids under metal-free conditions

2019 ◽  
Vol 17 (1) ◽  
pp. 115-121 ◽  
Author(s):  
Bin Wang ◽  
Pinhua Li ◽  
Tao Miao ◽  
Long Zou ◽  
Lei Wang
Keyword(s):  
Visible Light ◽  
Carboxylic Acids ◽  
Metal Free

A photoredox catalyzed C2-alkylation of benzothiazoles with carboxylic acids was developed by using an acridinium salt as a photocatalyst and air as an oxidant.

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.

Metal-Free Regioselective Alkylation of Imidazo[1,2-a]pyridines with N-Hydroxyphthalimide Esters under Organic Photoredox Catalysis

Synlett ◽  
2020 ◽  
Vol 31 (04) ◽  
pp. 363-368 ◽  
Author(s):  
Can Jin ◽  
Bin Sun ◽  
Tengwei Xu ◽  
Liang Zhang ◽  
Rui Zhu ◽  
...  
Keyword(s):  
Visible Light ◽  
Carboxylic Acids ◽  
Room Temperature ◽  
Eosin Y ◽  
Photoredox Catalysis ◽  
Mechanistic Studies ◽  
Metal Free ◽  
Regioselective Alkylation ◽  
Decarboxylative Coupling ◽  
Aliphatic Carboxylic Acids

A visible-light-induced direct C–H alkylation of imidazo[1,2-a]pyridines has been developed. It proceeds at room temperature by employing inexpensive Eosin Y as a photocatalyst and alkyl N-hydroxyphthalimide (NHP) esters as alkylation reagents. A variety of NHP esters derived from aliphatic carboxylic acids (primary, secondary, and tertiary) were tolerated in this protocol, giving the corresponding C-5-alkylated products in moderate to excellent yields. Mechanistic studies indicate that a radical decarboxylative coupling pathway was involved in this process.

scholarly journals Metal-free, visible-light-mediated, decarboxylative alkylation of biomass-derived compounds

2016 ◽  
Vol 18 (17) ◽  
pp. 4743-4749 ◽  
Author(s):  
Johanna Schwarz ◽  
Burkhard König
Keyword(s):  
Visible Light ◽  
Carboxylic Acids ◽  
Environmentally Friendly ◽  
Metal Free ◽  
Environmentally Friendly Method

This work describes a mild, environmentally friendly method to activate natural carboxylic acids for decarboxylative alkylation.

Visible Light-Mediated Photocatalytic Metal-Free Cross-Coupling Reaction of Alkenyl Carboxylic Acids with Diarylphosphine Oxides Leading to β-Ketophosphine Oxides

2018 ◽  
Vol 20 (18) ◽  
pp. 5947-5951 ◽  
Author(s):  
Hai-Feng Qian ◽  
Cheng-Kun Li ◽  
Zhi-Hao Zhou ◽  
Ze-Kun Tao ◽  
Adedamola Shoberu ◽  
...  
Keyword(s):  
Visible Light ◽  
Carboxylic Acids ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Free ◽  
Cross Coupling Reaction

Transition-metal-free visible-light photoredox catalysis at room-temperature for decarboxylative fluorination of aliphatic carboxylic acids by organic dyes

2015 ◽  
Vol 51 (59) ◽  
pp. 11864-11867 ◽  
Author(s):  
Xinxin Wu ◽  
Chunna Meng ◽  
Xiaoqian Yuan ◽  
Xiaotong Jia ◽  
Xuhong Qian ◽  
...  
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Carboxylic Acids ◽  
Room Temperature ◽  
Organic Dyes ◽  
Photoredox Catalysis ◽  
Green Method ◽  
Metal Free ◽  
Aliphatic Carboxylic Acids

We report herein an efficient, general and green method for decarboxylative fluorination of aliphatic carboxylicacids.

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.

Metal‐Free and Heterogeneous Photocatalytic Reduction of 4‐Nitroaniline by a Poly(Ethylene Glycol)‐Supported Eosin Dye under Visible‐Light Exposure

ChemCatChem ◽  
2019 ◽  
Vol 11 (14) ◽  
pp. 3307-3317
Author(s):  
Andreea L. Chibac ◽  
Violeta Melinte ◽  
Vlasta Brezová ◽  
Estelle Renard ◽  
Arnaud Brosseau ◽  
...  
Keyword(s):  
Ethylene Glycol ◽  
Visible Light ◽  
Light Exposure ◽  
Photocatalytic Reduction ◽  
Poly Ethylene Glycol ◽  
Metal Free ◽  
Poly Ethylene

Metal free decarboxylative aminoxylation of carboxylic acids using a biphasic solvent system

2021 ◽  
Vol 19 (1) ◽  
pp. 273-278
Author(s):  
Göran Schulz ◽  
Andreas Kirschning
Keyword(s):  
Carboxylic Acids ◽  
Solvent System ◽  
Radical Scavenger ◽  
Synthetic Approach ◽  
Metal Free ◽  
System P

The oxidative radical decarboxylation of carboxylic acids with TEMPO as radical scavenger in a biphasic solvent system is reported which is successfully used in a new synthetic approach for the antidepressants indatraline.

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