Catalytic Asymmetric Cycloaddition of In Situ-Generated ortho -Quinone Methides and Azlactones by a Triple Brønsted Acid Activation Strategy

2016 ◽  
Vol 22 (20) ◽  
pp. 6774-6778 ◽  
Author(s):  
Xiao-Ye Yu ◽  
Jia-Rong Chen ◽  
Qiang Wei ◽  
Hong-Gang Cheng ◽  
Zhi-Cheng Liu ◽  
...  
Keyword(s):  
Acid Activation ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Quinone Methides ◽  
Brönsted Acid ◽  
Catalytic Asymmetric

Synthesis of Pyrrolo[1,2-a]indoles via (3+2)-Annulations of (Aza)-para-Quinone Methides with Indoles

Synthesis ◽  
2020 ◽  
Vol 52 (23) ◽  
pp. 3640-3649 ◽  
Author(s):  
Xiang-Zhi Zhang ◽  
Bao Qiong Li ◽  
Zong-Wang Qiu ◽  
Gui-Hua Wen ◽  
Ai-Jun Ma ◽  
...  
Keyword(s):  
Conjugate Addition ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Quinone Methides ◽  
Propargylic Alcohols ◽  
Brönsted Acid

An efficient and straightforward Brønsted acid mediated (3+2)-annulation of (aza)-para-quinone methides, generated in situ from propargylic alcohols and indoles, has been developed involving 1,8-conjugate addition/5-endo annulation cascade. This protocol affords a mild and effective method for the construction of synthetically important and structurally interesting functionalized pyrrolo[1,2-a]indoles.

scholarly journals Chiral Brønsted acid-catalyzed Friedel–Crafts alkylation of electron-rich arenes with in situ-generated ortho-quinone methides: highly enantioselective synthesis of diarylindolylmethanes and triarylmethanes

2015 ◽  
Vol 51 (8) ◽  
pp. 1461-1464 ◽  
Author(s):  
Satyajit Saha ◽  
Santosh Kumar Alamsetti ◽  
Christoph Schneider
Keyword(s):  
Enantioselective Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Quinone Methides ◽  
Reaction Conditions ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Chiral Bronsted Acid ◽  
Hydrogen Bonded

Hydrogen-bonded, in situ-generated ortho-quinone methides undergo highly enantioselective Friedel–Crafts reactions with indoles and naphthols under mild reaction conditions.

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.

Facile synthesis of chiral indolines through asymmetric hydrogenation of in situ generated indoles

2018 ◽  
Vol 5 (19) ◽  
pp. 2805-2809 ◽  
Author(s):  
Chang-Bin Yu ◽  
Jie Wang ◽  
Yong-Gui Zhou
Keyword(s):  
Asymmetric Hydrogenation ◽  
Hydrogenation Process ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Facile Synthesis ◽  
One Pot ◽  
Brönsted Acid ◽  
Palladium Catalyzed ◽  
Intramolecular Condensation

A concise synthesis of chiral indolines has been developed through intramolecular condensation, deprotection and palladium-catalyzed asymmetric hydrogenation in a one-pot process with up to 96% ee. A strong Brønsted acid played an important role in both the formation of indoles and asymmetric hydrogenation process.

Brønsted Acid-catalyzed Dynamic Kinetic Resolution of in situ Formed Acyclic N,O-hemiaminals: Cascade Synthesis of Chiral Cyclic N,O-aminals

2021 ◽  
Author(s):  
Xue-Jiao Lv ◽  
Yong-Chao Ming ◽  
Hui-Chun Wu ◽  
Yankai Liu
Keyword(s):  
Kinetic Resolution ◽  
Michael Reaction ◽  
Amide Group ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Dynamic Kinetic Resolution ◽  
Brönsted Acid ◽  
Acid Catalyzed

A Brønsted acid-catalyzed cascade acyclic N,O-hemiaminal formation/oxa-Michael reaction is developed for the synthesis of cis-2,6-disubstituted tetrahydropyrans bearing an exo amide group, that is, cyclic N,O-aminals. By using TsOH, various different...

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