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Keywords = s-indacene-1,5-dione

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11 pages, 1618 KiB  
Article
Synthesis of Novel s-Indacene-1,5-dione and Isoxazole Derivatives via NaNO2-Catalyzed/Involved Transformation of Cyclopentenone-MBH Acetates
by Na Li, Xiao-Tian Mo, Min Li, Yi-Na Ma and Lin Jiang
Catalysts 2025, 15(2), 186; https://doi.org/10.3390/catal15020186 - 17 Feb 2025
Viewed by 890
Abstract
A rapid synthesis of structurally novel s-indacene-1,5-dione and cyclopentanone-fused isoxazole derivatives in generally moderate yields was achieved through the NaNO2-catalyzed/involved transformation of cyclopentenone-MBH acetates. Under similar reaction conditions, two different reaction pathways were observed depending on the type of aryl [...] Read more.
A rapid synthesis of structurally novel s-indacene-1,5-dione and cyclopentanone-fused isoxazole derivatives in generally moderate yields was achieved through the NaNO2-catalyzed/involved transformation of cyclopentenone-MBH acetates. Under similar reaction conditions, two different reaction pathways were observed depending on the type of aryl substituent on MBH acetates. In the formation of s-indacene-1,5-diones, NaNO2 is proposed to act as a nucleophilic catalyst to initiate the stepwise dimeric cyclization/oxidative aromatization, whereas in the formation of isoxazole derivatives, it plays the role of nucleophilic reagent of (3+2) cycloaddition. Using NaNO2 as an inexpensive and readily available catalyst or reaction component, mild reaction conditions, operational simplicity, and metal-free transition are the main advantages of this work. Full article
(This article belongs to the Section Catalysis in Organic and Polymer Chemistry)
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15 pages, 831 KiB  
Article
New Unsymmetrically Benzene-Fused Bis (Tetrathiafulvalene): Synthesis, Characterization, Electrochemical Properties and Electrical Conductivity of Their Materials
by Tahar Abbaz, Amel Bendjeddou, Abdelkrim Gouasmia, Didier Villemin and Takashi Shirahata
Int. J. Mol. Sci. 2014, 15(3), 4550-4564; https://doi.org/10.3390/ijms15034550 - 17 Mar 2014
Cited by 6 | Viewed by 5750
Abstract
The synthesis of new unsymmetrically benzene-fused bis (tetrathiafulvalene) has been carried out by a cross-coupling reaction of the respective 4,5-dialkyl-1,3-dithiole-2-selenone 69 with 2-(4-(p-nitrophenyl)-1,3-dithiole-2-ylidene)-1,3,5,7-tetrathia-s-indacene-6-one 5 prepared by olefination of 4-(p-nitrophenyl)-1,3-dithiole-2-selenone 3 and 1,3,5,7-tetrathia-s-indacene-2,6-dione 4. The conversion of [...] Read more.
The synthesis of new unsymmetrically benzene-fused bis (tetrathiafulvalene) has been carried out by a cross-coupling reaction of the respective 4,5-dialkyl-1,3-dithiole-2-selenone 69 with 2-(4-(p-nitrophenyl)-1,3-dithiole-2-ylidene)-1,3,5,7-tetrathia-s-indacene-6-one 5 prepared by olefination of 4-(p-nitrophenyl)-1,3-dithiole-2-selenone 3 and 1,3,5,7-tetrathia-s-indacene-2,6-dione 4. The conversion of the nitro moiety 10ad to amino 11ad then dibenzylamine 12ad groups respectively used reduction and alkylation methods. The electron donor ability of these new compounds has been measured by cyclic voltammetry (CV) technique. Charge transfer complexes with tetracyanoquino-dimethane (TCNQ) were prepared by chemical redox reactions. The complexes have been proven to give conducting materials. Full article
(This article belongs to the Section Materials Science)
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