A new approach for the synthesis of novel naphthoquinone chalcone hybrid compounds

[Display omitted] •Multicomponent synthesis of novel naphthoquinone-chalcone hybrids was shown.•The reaction was performed under mild and metal-free condition.•The plausible mechanisms for the formation of compounds 7a-m, 24a-c were discussed. A facile and efficient synthesis of novel naphthoquinone...

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Bibliographic Details
Published in:Tetrahedron letters 2021-09, Vol.81, p.153337, Article 153337
Main Authors: Nguyen, Ha-Thanh, Dang Thi, Tuyet Anh, Hoang Thi, Phuong, Le-Nhat-Thuy, Giang, Nguyen Thi, Quynh Giang, Nguyen Tuan, Anh, Le Thi, Tu Anh, Van Nguyen, Tuyen
Format: Article
Language:English
Subjects:
Microwave-assisted reaction
Naphthoquinone-based chalcone hybrid compounds
Three-component reaction
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Summary:[Display omitted] •Multicomponent synthesis of novel naphthoquinone-chalcone hybrids was shown.•The reaction was performed under mild and metal-free condition.•The plausible mechanisms for the formation of compounds 7a-m, 24a-c were discussed. A facile and efficient synthesis of novel naphthoquinone-based chalcone hybrids (7 and 24) via the microwave-assisted one-pot three-component reactions of 2-substituted-1,4-naphthoquinones, N,N-dimethylformamide dimethyl acetal (DMF-DMA), and acetophenone derivatives has been reported. Whereas the synthesis of hybrids 7 proceeded via a condensation, 1,4-addition, rotation, elimination, and [1,3]-H shift sequence of steps, the synthesis of hybrids 24 were formed through a three-step sequence including condensation, 1,4-addition, and elimination reactions.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2021.153337