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.

Brønsted Acid-Catalyzed Solvent-Controlled Regioselective Hydrothiolation and Diastereoselective Cascade Cyclization of Dienes

2021 ◽  
Author(s):  
Kai Ji ◽  
Ka Lu ◽  
Jie Huang ◽  
Zi-Hao Li ◽  
Tong-Mei Ding ◽  
...  
Keyword(s):  
Free Atom ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Metal Free ◽  
Cascade Cyclization ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
First Time

A highly regio- and diastereo-selective Brønsted acid-catalyzed tandem hydrothiolation/Friedel-Crafts reaction of linear 1,3-dienes has been developed for the first time, which provides a metal-free, atom-economic and concise way of constructing...

scholarly journals Brønsted acid-catalyzed metal-free one-pot synthesis of benzimidazoles via [4+1] heteroannulation of ortho-phenylenediamines with β-oxodithioesters

ARKIVOC ◽  
2017 ◽  
Vol 2018 (2) ◽  
pp. 81-89
Author(s):  
Abhijeet Srivastava ◽  
Gaurav Shukla ◽  
Dhananjay Yadav ◽  
Maya Shankar Singh
Keyword(s):  
Bronsted Acid ◽  
Brønsted Acid ◽  
One Pot ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Brönsted Acid ◽  
Acid Catalyzed

Organic Photoredox Catalytic α-C(sp3)–H Phosphorylation of Saturated Aza-Heterocycles

2021 ◽  
Author(s):  
Ming-Jun Yi ◽  
Teng-Fei Xiao ◽  
Wen-Hui Li ◽  
Yi-Fan Zhang ◽  
Pen-Ji Yan ◽  
...  
Keyword(s):  
Acid Catalysis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Metal Free ◽  
Mild Conditions ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

A metal-free C(sp3)–H phosphorylation of saturated aza-heterocycles via the merger of organic photoredox and Brønsted acid catalysis was established under mild conditions. This protocol provided a straightforward and economic access...

Brønsted acid-mediated ring-opening reactions of methylenecyclopropanes: a dramatic counter ion effect

Tetrahedron ◽  
2004 ◽  
Vol 60 (51) ◽  
pp. 11895-11901 ◽  
Author(s):  
Li-Xiong Shao ◽  
Jin-Wen Huang ◽  
Min Shi
Keyword(s):  
Ring Opening ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Counter Ion ◽  
Brönsted Acid ◽  
Ring Opening Reactions

Metal-Free, Brønsted Acid-Catalyzed Formal [3+2] Annulation of Quinone Monoacetals with 2-Naphthols

2017 ◽  
Vol 82 (20) ◽  
pp. 11269-11274 ◽  
Author(s):  
Anu Jacob ◽  
Tony Roy ◽  
Trinadh Kaicharla ◽  
Akkattu T. Biju
Keyword(s):  
Bronsted Acid ◽  
Brønsted Acid ◽  
Metal Free ◽  
Brönsted Acid ◽  
Acid Catalyzed

Silica-supported HClO4 promotes catalytic solvent- and metal-free O–H insertion reactions with diazo compounds

2018 ◽  
Vol 20 (19) ◽  
pp. 4547-4556 ◽  
Author(s):  
Rafael Douglas C. Gallo ◽  
Antonio C. B. Burtoloso
Keyword(s):  
Diazo Compounds ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Insertion Reactions ◽  
Metal Free ◽  
Brönsted Acid

An eco-friendly and metal-free protocol to perform O–H insertion reactions, using only 0.3 mol% of a recyclable silica-immobilized BrØnsted acid is described.

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>

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