scholarly journals A Scalable, One-Pot Synthesis of 1,2,3,4,5-Pentacarbomethoxycyclopentadiene

Synthesis ◽  
2019 ◽  
Vol 51 (05) ◽  
pp. 1135-1138 ◽  
Author(s):  
M. Radtke ◽  
Caroline Dudley ◽  
Jacob O’Leary ◽  
Tristan Lambert
Keyword(s):  
Ambient Temperature ◽  
Organic Acid ◽  
Lewis Acids ◽  
Bronsted Acids ◽  
Synthetic Route ◽  
One Pot ◽  
One Pot Synthesis ◽  
High Reaction ◽  
Chiral Brønsted Acids ◽  
Silicon Based

1,2,3,4,5-Pentacarbomethoxycyclopentadiene (PCCP) is a strong organic acid and a precursor to useful organocatalysts, including chiral Brønsted acids and silicon-based Lewis acids. The synthetic route to PCCP, first reported in 1942, is inconvenient for a number of reasons. The two-step synthesis requires the purification of intermediates from intractable side-products, high reaction temperatures, and extensive labor (3 days). We have developed an improved procedure that delivers PCCP efficiently in 24 hours in one pot at ambient temperature and without isolation.

One-Pot Synthesis and Conformational Analysis of 6-Membered Cyclic Iodonium Salts

2020 ◽  
Author(s):  
Lucien Caspers ◽  
Julian Spils ◽  
Mattis Damrath ◽  
Enno Lork ◽  
Boris Nachtsheim
Keyword(s):  
Conformational Analysis ◽  
Bronsted Acids ◽  
One Pot ◽  
Benzyl Alcohols ◽  
Iodonium Salts ◽  
Efficient Approach ◽  
One Pot Synthesis ◽  
Diaryliodonium Salts

In this article we describe an efficient approach for the synthesis of cyclic diaryliodonium salts. The method is based on benzyl alcohols as starting materials and consists of an Friedel-Crafts-arylation/oxidation sequence. Besides a deep optimization, particluar focusing on the choice and ratios of the utilized Bronsted-acids and oxidants, we explore the substrate scope of this transformation. We also discuss an interesting isomerism of cyclic iodonium salts substituted with aliphatic substituents at the bridge head carbon. <br>

One-pot synthesis of silicon-based zirconium phosphate for the enhanced adsorption of Sr (II) from the contaminated wastewater

2021 ◽  
Vol 318 ◽  
pp. 111016
Author(s):  
Zihao Jiao ◽  
Yiguo Meng ◽  
Chunlin He ◽  
Xiangbiao Yin ◽  
Xinpeng Wang ◽  
...  
Keyword(s):  
Zirconium Phosphate ◽  
One Pot ◽  
One Pot Synthesis ◽  
Enhanced Adsorption ◽  
Silicon Based

Merging gold catalysis, organocatalytic oxidation, and Lewis acid catalysis for chemodivergent synthesis of functionalized oxazoles from N-propargylamides

2017 ◽  
Vol 53 (75) ◽  
pp. 10366-10369 ◽  
Author(s):  
Shaoyu Mai ◽  
Changqing Rao ◽  
Ming Chen ◽  
Jihu Su ◽  
Jiangfeng Du ◽  
...  
Keyword(s):  
Transition Metal ◽  
Lewis Acid ◽  
Lewis Acids ◽  
Acid Catalysis ◽  
Gold Catalysis ◽  
One Pot ◽  
Catalytic Systems ◽  
One Pot Synthesis ◽  
The One ◽  
Cationic Gold

Novel catalytic systems consisting of cationic gold complexes, N-hydroxyphthalimide (NHPI), and transition-metal-based Lewis acids have been developed for the one-pot synthesis of functionalized oxazoles.

scholarly journals Enantioselective Nazarov cyclization of indole enones cooperatively catalyzed by Lewis acids and chiral Brønsted acids

2017 ◽  
Vol 8 (10) ◽  
pp. 7197-7202 ◽  
Author(s):  
Guo-Peng Wang ◽  
Meng-Qing Chen ◽  
Shou-Fei Zhu ◽  
Qi-Lin Zhou
Keyword(s):  
Proton Transfer ◽  
Lewis Acid ◽  
Lewis Acids ◽  
Bronsted Acids ◽  
Bronsted Acid ◽  
Nazarov Cyclization ◽  
Cooperative Catalysis ◽  
Brönsted Acid ◽  
Chiral Bronsted Acid ◽  
Chiral Brønsted Acids

The first enantioselective Nazarov cyclization of substrates with only one coordinating site and with proton-transfer as an enantioselective-determining step was realized by means of cooperative catalysis with a Lewis acid and a chiral Brønsted acid.

Alum (KAl(SO4)2·12H2O)-Catalyzed, Eco-Friendly, and Efficient One-Pot Synthesis of 2-Arylbenzothiazoles and 2-Arylbenzoxazole in Aqueous Medium

2008 ◽  
Vol 61 (11) ◽  
pp. 905 ◽  
Author(s):  
Shivaji S. Pawar ◽  
Deepak V. Dekhane ◽  
Murlidhar S. Shingare ◽  
Shivaji N. Thore
Keyword(s):  
Ambient Temperature ◽  
Aqueous Medium ◽  
Simple Procedure ◽  
Reaction Yield ◽  
One Pot ◽  
Mild Conditions ◽  
One Pot Synthesis ◽  
Novel Catalyst

Alum (KAl(SO4)2·12H2O) performs as a novel catalyst for the synthesis of 2-arylbenzothiazoles and 2-arylbenzoxazole from o-aminothiophenol and o-aminophenol with various substituted aldehydes in good to excellent isolated yields (85–95%) using water as a solvent at ambient temperature. Several solvents were examined for this reaction; however, in terms of reaction yield and time, water was found to be the optimum solvent. The remarkable advantages offered by this method are an inexpensive and easily available catalyst, a simple procedure, mild conditions, much faster (60–90 min) reactions, and good to excellent yields of products.

ChemInform Abstract: Thiamine Hydrochloride: An Efficient Catalyst for One-Pot Synthesis of Quinoxaline Derivatives at Ambient Temperature.

ChemInform ◽  
2013 ◽  
Vol 44 (24) ◽  
pp. no-no
Author(s):  
Omprakash B. Pawar ◽  
Fulchand R. Chavan ◽  
Venkat S. Suryawanshi ◽  
Vishnu S. Shinde ◽  
Narayan S. Shinde
Keyword(s):  
Ambient Temperature ◽  
Thiamine Hydrochloride ◽  
One Pot ◽  
Efficient Catalyst ◽  
One Pot Synthesis ◽  
Quinoxaline Derivatives

scholarly journals Thiamine hydrochloride: An efficient catalyst for one-pot synthesis of quinoxaline derivatives at ambient temperature

2013 ◽  
Vol 125 (1) ◽  
pp. 159-163 ◽  
Author(s):  
OMPRAKASH B PAWAR ◽  
FULCHAND R CHAVAN ◽  
VENKAT S SURYAWANSHI ◽  
VISHNU S SHINDE ◽  
NARAYAN D SHINDE
Keyword(s):  
Ambient Temperature ◽  
Thiamine Hydrochloride ◽  
One Pot ◽  
Efficient Catalyst ◽  
One Pot Synthesis ◽  
Quinoxaline Derivatives

One-pot synthesis of carbazoles via tandem C–C cross-coupling and reductive amination

2016 ◽  
Vol 14 (1) ◽  
pp. 122-130 ◽  
Author(s):  
Deuk-Young Goo ◽  
Sang Kook Woo
Keyword(s):  
Natural Products ◽  
Reductive Amination ◽  
Bond Formation ◽  
Cross Coupling ◽  
Synthetic Route ◽  
One Pot ◽  
Highly Efficient ◽  
One Pot Synthesis ◽  
Synthetic Utility

We have developed a highly efficient synthetic route to carbazoles that employs sequential C–C/C–N bond formation via Suzuki cross-coupling and Cadogan cyclization. The developed method is compatible with electron neutral, rich or deficient substrates. The synthetic utility of this method was demonstrated by the concise syntheses of four natural products.

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