The mass spectral retro Diels-Alder reaction of 1,2,3,4-tetrahydronaphthalene, its derivatives and related heterocyclic compounds

1982 ◽  
Vol 1 (1) ◽  
pp. 15-28 ◽  
Author(s):  
Hardy Kühne ◽  
Manfred Hesse
Keyword(s):  
Heterocyclic Compounds ◽  
Alder Reaction ◽  
Diels Alder ◽  
Mass Spectral ◽  
Diels Alder Reaction

Novel Synthesis of Heterocyclic Compounds Having Angular Nitrogen Atom by Intramolecular Diels-Alder Reaction of 1-1-Azadienes

Heterocycles ◽  
1985 ◽  
Vol 23 (1) ◽  
pp. 221 ◽  
Author(s):  
Tetsuji Kametani ◽  
Masataka Ihara ◽  
Akihiro Kawaguchi ◽  
Tomoko Kirihara ◽  
Keiichiro Fukumoto
Keyword(s):  
Nitrogen Atom ◽  
Heterocyclic Compounds ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Novel Synthesis

scholarly journals Synthesis and Evaluation of Substituted 4,4a-Dihydro-3H,10H-pyrano[4,3-b][1]benzopyran-10-one as Antimicrobial Agent

2013 ◽  
Vol 2013 ◽  
pp. 1-11 ◽  
Author(s):  
Amanpreet Kaur ◽  
Vishal Sharma ◽  
Abhishek Budhiraja ◽  
Harpreet Kaur ◽  
Vivek Gupta ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Enol Ethers ◽  
Spectral Techniques ◽  
Mass Spectral ◽  
H Nmr ◽  
Diels Alder Reaction ◽  
Electron Withdrawing Group ◽  
Inhibitory Potential ◽  
C Nmr

A series of pyrano[4,3-b][1]benzopyranones (7a–t) were synthesized through hetero-Diels-Alder reaction of substituted 3-formylchromones (5) with enol ethers (6), characterized by IR, 1H NMR, 13C NMR, and mass spectral techniques. All the compounds were evaluated for antimicrobial activity against various bacterial and fungal strains, found to possess significant inhibitory potential, particularly, compounds bearing electron withdrawing group -fluoro such as 7i and 7h. Compounds were also tested and displayed a significant inhibitory potential against methicillin-resistant Staphylococcus aureus (MRSA).

Choline Chloride: Zinc Chloride Ionic Liquid Mediated Inverse Electron Demand (IED) Diels-Alder Reaction; An eco-benign Synthesis of Pyranoquinolines and Furanoquinolines

2019 ◽  
Vol 16 (11) ◽  
pp. 865-873 ◽  
Author(s):  
Palani Amudha ◽  
Gnanamani Lavanya ◽  
Karuppan Venkatapathy ◽  
Chinnian Jayaraman Magesh
Keyword(s):  
Ionic Liquid ◽  
Zinc Chloride ◽  
Choline Chloride ◽  
Alder Reaction ◽  
Diels Alder ◽  
Biologically Active ◽  
Mass Spectral ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Electron Demand

A recyclable, eco-friendly, efficient method of synthesis has been developed for the biologically active heterocycles pyranoquinolines and furanoquinolines via inverse electron demand Diels- Alder reaction mediated by choline chloride: zinc chloride ionic liquid as a catalyst and medium. The methodology offers the advantages such as mild reaction conditions, simple work-up procedure, highly efficient reaction, recyclable and eco-friendly catalyst etc. All the products were thoroughly characterized by FT-IR, 1H-NMR, 13C-NMR, Mass spectral and Elemental analysis.

The Diels-Alder Reaction of 2-Ethenyl-1,4-Benzodioxin: A New and Simple Synthesis of Bisaryl Ethers

Synlett ◽  
1989 ◽  
Vol 1989 (01) ◽  
pp. 30-32
Author(s):  
Thomas V. Lee ◽  
Alistair J. Leigh ◽  
Christopher B. Chapleo
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Simple Synthesis ◽  
Diels Alder Reaction

The intermolecular anthracene-transfer in a regiospecific antipodal C60 difunctionalization

2020 ◽  
Author(s):  
Radu Talmazan ◽  
Klaus R. Liedl ◽  
Bernhard Kräutler ◽  
Maren Podewitz
Keyword(s):  
Noncovalent Interactions ◽  
Interaction Model ◽  
Alder Reaction ◽  
Diels Alder ◽  
Stacking Interactions ◽  
Pi Stacking ◽  
Diels Alder Reaction ◽  
Double Decker ◽  
Anthracene Molecule ◽  
New Strategies

We analyze the mechanism of the topochemically controlled difunctionalization of C60 and anthracene, where an anthracene molecule is transferred from one C60 monoadduct to another one under exclusive formation of equal amounts of C60 and the difficult to make antipodal C60 bisadduct. Our herein disclosed dispersion corrected DFT studies show the anthracene transfer to take place in a synchronous retro Diels-Alder/Diels-Alder reaction: an anthracene molecule dissociates from one fullerene under formation of an intermediate, while already undergoing stabilizing interactions with both neighboring fullerenes, facilitating the reaction kinetically. In the intermediate, a planar anthracene molecule is sandwiched between two neighboring fullerenes and forms equally strong "double-decker" type pi-pi stacking interactions with both of these fullerenes. Analysis with the distorsion interaction model shows that the anthracene unit of the intermediate is almost planar with minimal distorsions. This analysis sheds light on the existence of noncovalent interactions engaging both faces of a planar polyunsaturated ring and two convex fullerene surfaces in an unprecedented 'inverted sandwich' structure. Hence, it sheds light on new strategies to design functional fullerene based materials.<br>

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