scholarly journals Diels–Alder Cycloadditions of Bio-Derived Furans with Maleimides as a Sustainable «Click» Approach towards Molecular, Macromolecular and Hybrid Systems

Processes ◽  
2021 ◽  
Vol 10 (1) ◽  
pp. 30
Author(s):  
Konstantin I. Galkin ◽  
Irina V. Sandulenko ◽  
Alexander V. Polezhaev
Keyword(s):  
High Efficiency ◽  
Alder Reaction ◽  
Diels Alder ◽  
Atom Economy ◽  
Fine Organic Synthesis ◽  
Diels Alder Reaction ◽  
Macromolecular Systems ◽  
Solvent Free Conditions ◽  
Material Sciences ◽  
Fine Organic

This mini-review highlights the recent research trends in designing organic or organic-inorganic hybrid molecular, biomolecular and macromolecular systems employing intermolecular Diels–Alder cycloadditions of biobased, furan-containing substrates and maleimide dienophiles. The furan/maleimide Diels–Alder reaction is a well-known process that may proceed with high efficiency under non-catalytic and solvent-free conditions. Due to the simplicity, 100% atom economy and biobased nature of many furanic substrates, this type of [4+2]-cycloaddition may be recognized as a sustainable “click” approach with high potential for application in many fields, such as fine organic synthesis, bioorganic chemistry, material sciences and smart polymers development.

Asymmetric Synthesis of Fused Tetrahydroquinolines via Intramolecular Aza-Diels-Alder Reaction of ortho-Quinone Methide Imines

Synthesis ◽  
2021 ◽  
Author(s):  
Fabian Hofmann ◽  
Cornelius Gärtner ◽  
Martin Kretzschmar ◽  
Christoph Schneider
Keyword(s):  
Asymmetric Synthesis ◽  
Alder Reaction ◽  
Single Step ◽  
Diels Alder ◽  
Quinone Methide ◽  
Bronsted Acid ◽  
Atom Economy ◽  
Diels Alder Reaction ◽  
Brönsted Acid ◽  
Chiral Bronsted Acid

Aza-Diels Alder reactions are straightforward processes in the construction of N-heterocycles, featuring inherent atom-economy and stereospecificity. Intramolecular strategies allow formation of bicyclic core structures with up to three stereocenters within a single step. Herein, this concept is combined with the chemistry of chiral Brønsted acid-bound ortho-quinone methide imines generating a range of interesting fused tetrahydro-quinolines in a diastereo- and enantioselective manner.

Diels–Alder Reaction of Thiophene: Dramatic Effects of High-Pressure/Solvent-Free Conditions

2004 ◽  
Vol 116 (15) ◽  
pp. 2049-2051 ◽  
Author(s):  
Koji Kumamoto ◽  
Isao Fukada ◽  
Hiyoshizo Kotsuki
Keyword(s):  
High Pressure ◽  
Alder Reaction ◽  
Diels Alder ◽  
Solvent Free ◽  
Diels Alder Reaction ◽  
Solvent Free Conditions

ChemInform Abstract: Stereoselective hetero-Diels-Alder Reaction of 3-Nitro-2-trihalomethyl-2H-chromenes with 2,3-Dihydrofuran and Ethyl Vinyl Ether under Solvent-Free Conditions.

ChemInform ◽  
2010 ◽  
Vol 41 (24) ◽  
pp. no-no
Author(s):  
Vladislav Yu. Korotaev ◽  
Vyacheslav Ya. Sosnovskikh ◽  
Mikhail A. Barabanov ◽  
Evgeniya S. Yasnova ◽  
Marina A. Ezhikova ◽  
...  
Keyword(s):  
Vinyl Ether ◽  
Alder Reaction ◽  
Diels Alder ◽  
Solvent Free ◽  
Ethyl Vinyl Ether ◽  
Ethyl Vinyl ◽  
Diels Alder Reaction ◽  
Solvent Free Conditions

Aza-Diels–Alder reaction of Danishefsky's diene with immines catalyzed by porous α-zirconium hydrogen phosphate and SDS under solvent-free conditions

2010 ◽  
Vol 152 (1-4) ◽  
pp. 61-65 ◽  
Author(s):  
Francesca Bellezza ◽  
Antonio Cipiciani ◽  
Umberto Costantino ◽  
Francesco Fringuelli ◽  
Mara Orrù ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Solvent Free ◽  
Hydrogen Phosphate ◽  
Diels Alder Reaction ◽  
Solvent Free Conditions ◽  
Danishefsky's Diene

Synthesis of functionalized benzene using Diels–Alder reaction of activated acetylenes with synthesized phosphoryl-2-oxo-2H-pyran

2015 ◽  
Vol 70 (5) ◽  
pp. 355-360 ◽  
Author(s):  
Zinatossadat Hossaini ◽  
Faramarz Rostami-Charati ◽  
Fatemeh Sheikholeslami-Farahani ◽  
Mahboubeh Ghasemian
Keyword(s):  
Good Yield ◽  
Alder Reaction ◽  
Diels Alder ◽  
Benzene Derivatives ◽  
One Pot ◽  
Dialkyl Acetylenedicarboxylates ◽  
Diels Alder Reaction ◽  
Alkyl Bromides ◽  
Solvent Free Conditions ◽  
Trialkyl Phosphites

AbstractAn effective one-pot synthesis of benzene derivatives using a Diels–Alder reaction of activated acetylenes with phosphoryl-2-oxo-2H-pyrans is described. The latter compounds were synthesized in good yield via the reaction of dialkyl acetylenedicarboxylates and alkyl bromides in the presence of trialkyl phosphites under solvent-free conditions at 50 oC.

Mechanochemical Grinding Diels–Alder Reaction: Highly Efficient and Rapid Access to Bi-, Tri-, and Tetracyclic Systems

Synlett ◽  
2017 ◽  
Vol 28 (11) ◽  
pp. 1336-1340 ◽  
Author(s):  
Rama Peddinti ◽  
Jyoti Agarwal ◽  
Rashmi Rani
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Solvent Free ◽  
Catalyst Free ◽  
Highly Efficient ◽  
Rapid Access ◽  
Diels Alder Reaction ◽  
Solvent Free Conditions

Grinding of various electron-deficient dienophiles with diverse dienes in a pestle and mortar for 1–15 minutes afforded the corresponding Diels–Alder adducts in quantitative yields under catalyst-free and solvent-free conditions, without the necessity for any purification steps.

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