A unified strategy for silver-, base-, and oxidant-free direct arylation of C–H bonds

2017 ◽  
Vol 19 (9) ◽  
pp. 2111-2117 ◽  
Author(s):  
Manoj K. Sahoo ◽  
Siba P. Midya ◽  
Vinod G. Landge ◽  
Ekambaram Balaraman
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Silver Salt ◽  
Palladium Catalysis ◽  
Photoredox Catalysis ◽  
Free Base ◽  
Direct Arylation ◽  
Metal Free ◽  
Metal Waste

An external oxidant-free, base-free direct C–H arylation of anilides by visible-light mediated metal-free photoredox catalysis in tandem with palladium catalysis is described. The reaction operates at room temperature, without a silver-salt activator and additives, and no generation of copious metal waste.

Phthalide synthesis through dehydrogenated lactonization of the C(sp3)–H bond by photoredox catalysis

2021 ◽  
Author(s):  
Hui Liu ◽  
Chao Liu ◽  
Shanyi Chen ◽  
Qihong Lai ◽  
Yulin Lin ◽  
...  
Keyword(s):  
Visible Light ◽  
Efficient Method ◽  
Room Temperature ◽  
Photoredox Catalysis ◽  
Metal Free

An efficient method for the direct oxidative lactonization of the C(sp3)–H bonds of benzyl via visible-light-induced photoredox catalysis. The metal-free protocol delivers diverse phthalides using O2 as the sole terminal oxidant at room temperature.

ChemInform Abstract: Metal-Free, Room-Temperature, Radical Alkoxycarbonylation of Aryldiazonium Salts Through Visible-Light Photoredox Catalysis.

ChemInform ◽  
2015 ◽  
Vol 46 (25) ◽  
pp. no-no
Author(s):  
Wei Guo ◽  
Liang-Qiu Lu ◽  
Yue Wang ◽  
Ya-Ni Wang ◽  
Jia-Rong Chen ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Photoredox Catalysis ◽  
Metal Free

Metal-Free, Room-Temperature, Radical Alkoxycarbonylation of Aryldiazonium Salts through Visible-Light Photoredox Catalysis

2014 ◽  
Vol 54 (7) ◽  
pp. 2265-2269 ◽  
Author(s):  
Wei Guo ◽  
Liang-Qiu Lu ◽  
Yue Wang ◽  
Ya-Ni Wang ◽  
Jia-Rong Chen ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Photoredox Catalysis ◽  
Metal Free

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.

Metal-Free, Room-Temperature, Radical Alkoxycarbonylation of Aryldiazonium Salts through Visible-Light Photoredox Catalysis

2015 ◽  
Vol 127 (7) ◽  
pp. 2293-2297 ◽  
Author(s):  
Wei Guo ◽  
Liang-Qiu Lu ◽  
Yue Wang ◽  
Ya-Ni Wang ◽  
Jia-Rong Chen ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Photoredox Catalysis ◽  
Metal Free

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.

The Merger of CF3SO2Na and Palladium Catalysis to Enable Decarboxylative Cross-Coupling for the Synthesis of Aromatic Ketones under Room Temperature

2021 ◽  
Author(s):  
Pan Xie ◽  
Cheng Xue ◽  
Cancan Wang ◽  
Dongdong Du ◽  
Sanshan Shi
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Palladium Catalysis ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Aromatic Ketones ◽  
Aryl Ketones ◽  
Oxocarboxylic Acids

A CF3SO2Na/Pd(OAc)2 co-catalyzed strategy is developed to produce aryl ketones via visible-light-induced decarboxylative cross-coupling of α-oxocarboxylic acids and aryl boronic acids. This process was perfomed under air at room temperature,...

Metal-free visible-light-induced aerobic oxidation of α-diazoesters leading to α-ketoesters in air

2021 ◽  
Author(s):  
Ruisheng Liu ◽  
Qishun Liu ◽  
Haoran Meng ◽  
Hongyu Ding ◽  
Jindong Hao ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Aerobic Oxidation ◽  
Metal Free

A metal-free and visible-light-induced strategy has been established for the construction of α-ketoesters via aerobic oxidation of α-diazoesters with dioxygen in air at room temperature.

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