Brønsted acid cocatalysis in photocatalytic intramolecular coupling of tertiary amines: efficient synthesis of 2-arylindols

2016 ◽  
Vol 14 (31) ◽  
pp. 7447-7450 ◽  
Author(s):  
Xiaoqian Yuan ◽  
Xinxin Wu ◽  
Shupeng Dong ◽  
Guibing Wu ◽  
Jinxing Ye
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Coupling Reaction ◽  
Bronsted Acid ◽  
Tertiary Amines ◽  
Brønsted Acid ◽  
Efficient Synthesis ◽  
Unsaturated Ketones ◽  
Brönsted Acid

We report herein a highly efficient intramolecular coupling reaction of tertiary amines and ketones (α,β-unsaturated ketones) by using a Brønsted acid as a cocatalyst, affording 2-arylindols in good to excellent yields (up to 92%) under visible light irradiation at room temperature.

An uncommon use of irradiated flavins: Brønsted acid catalysis

2020 ◽  
Vol 56 (42) ◽  
pp. 5661-5664
Author(s):  
Yukihiro Arakawa ◽  
Tomohiro Mihara ◽  
Hiroki Fujii ◽  
Keiji Minagawa ◽  
Yasushi Imada
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Acid Catalysis ◽  
Light Irradiation ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Mild Conditions ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

Visible light irradiation to flavins in the presence of thiols and O2 provides Brønsted acidic species that can be used as efficient catalysts for thioacetalizations and for Mannich-type reactions under non-irradiation and mild conditions.

One-Step Conversion of Biomass-Derived Furanics into Aromatics by Brønsted Acid Ionic Liquids at Room Temperature

2018 ◽  
Vol 6 (2) ◽  
pp. 2541-2551 ◽  
Author(s):  
Lingli Ni ◽  
Jiayu Xin ◽  
Kun Jiang ◽  
Lu Chen ◽  
Dongxia Yan ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Room Temperature ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
One Step

Efficient Synthesis of Chromenes from Vinyl o-Quinone Methides via a Brønsted Acid Catalyzed Electrocyclization Process

Synthesis ◽  
2018 ◽  
Vol 50 (12) ◽  
pp. 2416-2422 ◽  
Author(s):  
Man-Su Tu ◽  
Guang-Jian Mei ◽  
Feng Shi ◽  
Si-Jia Liu ◽  
Xiao-Li Jiang ◽  
...  
Keyword(s):  
Efficient Method ◽  
Research Area ◽  
Environmentally Benign ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Efficient Synthesis ◽  
Quinone Methides ◽  
Efficient Approach ◽  
Brönsted Acid ◽  
Acid Catalyzed

An efficient approach for the synthesis of chromene derivatives from vinyl o-quinone methides was established via a Brønsted acid catalyzed electrocyclization. By using this methodology, a series of structurally diversified chromenes was synthesized in a highly atom-economic and environmentally benign manner with generally good to excellent yields (up to 98% yield). This reaction will not only provide an efficient method for the construction of chromene scaffolds, but also enrich the research area of o-quinone methides.

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