scholarly journals Donor–Acceptor 1,2,4,5-Tetrazines Prepared by the Buchwald–Hartwig Cross-Coupling Reaction and Their Photoluminescence Turn-On Property by Inverse Electron Demand Diels–Alder Reaction

2020 ◽  
Vol 85 (5) ◽  
pp. 3407-3416 ◽  
Author(s):  
Yangyang Qu ◽  
Piotr Pander ◽  
Oleh Vybornyi ◽  
Marharyta Vasylieva ◽  
Régis Guillot ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Alder Reaction ◽  
Diels Alder ◽  
Inverse Electron Demand ◽  
Turn On ◽  
Diels Alder Reaction ◽  
Cross Coupling Reaction ◽  
Donor Acceptor ◽  
Electron Demand

scholarly journals Synthesis of 3,4-dihydro-1,8-naphthyridin-2(1H)-ones via microwave-activated inverse electron-demand Diels–Alder reactions

2014 ◽  
Vol 10 ◽  
pp. 282-286 ◽  
Author(s):  
Salah Fadel ◽  
Youssef Hajbi ◽  
Mostafa Khouili ◽  
Said Lazar ◽  
Franck Suzenet ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Alder Reaction ◽  
Diels Alder ◽  
Aryl Halides ◽  
Side Chain ◽  
Terminal Alkyne ◽  
Inverse Electron Demand ◽  
Diels Alder Reaction ◽  
Cross Coupling Reaction ◽  
Electron Demand

Substituted 3,4-dihydro-1,8-naphthyridin-2(1H)-ones have been synthesized with the inverse electron-demand Diels–Alder reaction from 1,2,4-triazines bearing an acylamino group with a terminal alkyne side chain. Alkynes were first subjected to the Sonogashira cross-coupling reaction with aryl halides, the product of which then underwent an intramolecular inverse electron-demand Diels–Alder reaction to yield 5-aryl-3,4-dihydro-1,8-naphthyridin-2(1H)-ones by an efficient synthetic route.

Synthesis and Application of Tetrafluoroethylene (CF2CF2)-Containing Acetylene Derivatives

Synthesis ◽  
2020 ◽  
Vol 52 (13) ◽  
pp. 1947-1958
Author(s):  
Tsutomu Konno ◽  
Gen Egashira ◽  
Chihiro Kajimoto ◽  
Takuto Kataoka ◽  
Shigeyuki Yamada
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Alder Reaction ◽  
Diels Alder ◽  
Benzene Derivatives ◽  
Diels Alder Reaction ◽  
Cross Coupling Reaction ◽  
Oxidative Aromatization ◽  
High Yields ◽  
Acetylene Derivatives

On treating 1,3,4-tribromo-1,1,2,2-tetrafluorobutane, readily prepared from commercially available 4-bromo-3,3,4,4-tetrafluorobut-1-ene, with 3.3 equivalents of LHMDS at 0 °C in THF, the corresponding lithium acetylide could be prepared quantitatively. The acetylide reacted well with various aldehydes, ketones, or chlorosilanes to give the corresponding acetylene derivatives in high yields. It was also found that various iodoarenes could participate in the cross-coupling reaction with the zinc acetylide, readily prepared from the lithium acetylide and ZnCl2·TMEDA complex, in the presence of Pd(PPh3)4 to bring about the adducts in high yields. Thus-obtained acetylene derivatives underwent smooth Diels–Alder reaction with various 1,3-dienes to afford the corresponding 1,4- or 1,3-cyclohexadiene derivatives. In addition, it was revealed that the oxidative aromatization of the resulting cyclohexadiene derivatives with DDQ took place very smoothly, providing the multi-substituted benzene derivatives having a tetrafluoro­ethylene group.

Ultrahigh electron-deficient pyrrolo-acenaphtho-pyridazine-dione based donor–acceptor conjugated polymers for electrochromic applications

2015 ◽  
Vol 6 (43) ◽  
pp. 7570-7579 ◽  
Author(s):  
Ching Mui Cho ◽  
Qun Ye ◽  
Wei Teng Neo ◽  
Tingting Lin ◽  
Xuehong Lu ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Alder Reaction ◽  
Diels Alder ◽  
Inverse Electron Demand ◽  
Term Stability ◽  
Long Term Stability ◽  
Diels Alder Reaction ◽  
Donor Acceptor ◽  
Electron Demand

New ultrahigh electron-deficient acceptors pyrrolo-acenaphtho-pyridazine-diones (PAPD) were synthesized via a regio-selective inverse electron demand Diels–Alder reaction and their corresponding conjugated polymers showed electrochromism with long-term stability.

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