Brønsted acid mediated intramolecular cyclopropane ring expansion/[4 + 2]-cycloaddition

2019 ◽  
Vol 17 (47) ◽  
pp. 10004-10008 ◽  
Author(s):  
Jian Li ◽  
Shangrong Zhu ◽  
Qiuneng Xu ◽  
Li Liu ◽  
Shenghu Yan
Keyword(s):  
Ring Opening ◽  
Cyclopropane Ring ◽  
Ring Expansion ◽  
Cascade Reaction ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Cyclopropyl Ketone

A cascade reaction of 3-hydroxy-2-phenylisoindolin-1-one and cyclopropyl ketone has been developed via BrØnsted acid-promoted ring-opening/intramolecular cross-cycloaddition/[4 + 2]-cycloaddition process.

A Zr-Al-Beta zeolite with open Zr(iv) sites: an efficient bifunctional Lewis–Brønsted acid catalyst for a cascade reaction

2019 ◽  
Vol 9 (15) ◽  
pp. 4055-4065 ◽  
Author(s):  
Gang Li ◽  
Lou Gao ◽  
Zhizheng Sheng ◽  
Yulu Zhan ◽  
Chaoyang Zhang ◽  
...  
Keyword(s):  
High Activity ◽  
Acid Catalyst ◽  
Cascade Reaction ◽  
Beta Zeolite ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Brønsted Acid Catalyst ◽  
One Step ◽  
Brönsted Acid Catalyst

A simple one-step strategy for the preparation of a bifunctional Zr-Al-Beta zeolite with external open Zr(iv) sites, showing high activity for the cascade reaction.

Novel access to azaphosphiridine complexes and first applications using Brønsted acid-induced ring expansion reactions

2010 ◽  
Vol 39 (14) ◽  
pp. 3472 ◽  
Author(s):  
Stefan Fankel ◽  
Holger Helten ◽  
Gerd von Frantzius ◽  
Gregor Schnakenburg ◽  
Jörg Daniels ◽  
...  
Keyword(s):  
Ring Expansion ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid

Ring-Opening Hydroarylation of Monosubstituted Cyclopropanes Enabled by Hexafluoroisopropanol

2018 ◽  
Author(s):  
Edward Richmond ◽  
Jing Yi ◽  
Vuk D. Vuković ◽  
Fatima Sajadi ◽  
Christopher Rowley ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Ring Opening ◽  
Bond Formation ◽  
Conjugate Addition ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Broad Scope ◽  
Brönsted Acid ◽  
Donor Acceptor ◽  
Addition Pathway

<div><p>Ring-opening hydroarylation of cyclopropanes is typically limited to substrates bearing a donor-acceptor motif. Here, the transformation is achieved for monosubstituted cyclopropanes by using catalytic Brønsted acid in hexafluoroisopropanol (HFIP) solvent, constituting a rare example where such cyclopropanes engage in intermolecular C–C bond formation. Branched products are obtained when electron-rich arylcyclopropanes react with a broad scope of arene nucleophiles in accord with a simple S<sub>N</sub>1-type ring-opening mechanism. In constrast, linear products are obtained when cyclopropylketones react with electron-rich arene nucleophiles. In the latter case, mechanistic experiments and DFT-calculations support a homo-conjugate addition pathway.</p></div>

Facile synthesis of 9H-pyrrolo[1,2-a]indoles via Brønsted acid catalyzed cascade reactions

2019 ◽  
Vol 55 (97) ◽  
pp. 14613-14616 ◽  
Author(s):  
Kunhua Xu ◽  
Wenming Chen ◽  
Jin Lin ◽  
Guifang Chen ◽  
Biao Wang ◽  
...  
Keyword(s):  
Cascade Reactions ◽  
Cascade Reaction ◽  
Bronsted Acid ◽  
Acid System ◽  
Brønsted Acid ◽  
Facile Synthesis ◽  
Brönsted Acid ◽  
Acid Catalyzed

A Brønsted acid system promotes the Friedel–Crafts alkenylation/1,6-addition/condensation cascade reaction of ynones with indoles to access 9H-pyrrolo[1,2-a]indoles.

2,4-Dinitrobenzenesulfonic acid in an efficient Brønsted acid-catalyzed controlled/living ring-opening polymerization of ε-caprolactone

RSC Advances ◽  
2014 ◽  
Vol 4 (99) ◽  
pp. 55716-55722 ◽  
Author(s):  
Huiying Wang ◽  
Wenzhuo Wu ◽  
Zhenjiang Li ◽  
Xu Zhi ◽  
Cheng Chen ◽  
...  
Keyword(s):  
Ring Opening ◽  
Diblock Copolymers ◽  
Ring Opening Polymerization ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Acidic Catalyst ◽  
Brönsted Acid ◽  
Acid Catalyzed

2,4-Dinitrobenzenesulfonic acid as an efficient Brønsted acidic catalyst has been evaluated for the controlled/living ring-opening polymerization of ε-caprolactone end-functionalized, α,ω-dihydroxy telechelic poly(ε-caprolactone), and diblock copolymers were also synthesised successfully.

Brønsted acid-catalysed intramolecular ring opening of 2-(aryloxymethyl)-3-aryloxiranes leading to trans-4-arylchroman-3-ols: scope and limitations

RSC Advances ◽  
2015 ◽  
Vol 5 (50) ◽  
pp. 39692-39696 ◽  
Author(s):  
Runjun Devi ◽  
Tapasi Kalita ◽  
Sajal Kumar Das
Keyword(s):  
Ring Opening ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Metal Free ◽  
Brönsted Acid ◽  
Intramolecular Ring

A simple and metal-free method for the synthesis of a series oftrans-4-arylchroman-3-olsviaBrønsted acid-catalysed stereoselective intramolecular Friedel–Crafts alkylation of electron-rich arenes by tethered epoxides is developed.

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