Efficient synthesis of highly substituted benzoselenazole derivatives through the one-pot, multi-step Ullmann coupling reaction

[Display omitted] •Novel protocols synthesis of various new benzoselenazole.•CuI catalyzed inefficient synthesis of highly substituted benzoselenazole derivatives.•Ullmann coupling reaction of dihalobenzene and acyl isoselenocyanate-nitro compounds adducts. In this research, the simple and efficient...

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Veröffentlicht in:Tetrahedron letters 2025-01, Vol.154, p.155387, Article 155387
1. Verfasser: Nematpour, Manijeh
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Sprache:eng
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Zusammenfassung:[Display omitted] •Novel protocols synthesis of various new benzoselenazole.•CuI catalyzed inefficient synthesis of highly substituted benzoselenazole derivatives.•Ullmann coupling reaction of dihalobenzene and acyl isoselenocyanate-nitro compounds adducts. In this research, the simple and efficient method for the synthesis of highly substituted benzoselenazole derivatives using the one-pot, multi-step Ullman coupling reaction of acyl isoselenocyanate-nitro compounds adducts and dihalobenzene in the vicinity of K2CO3 as a base, copper iodide, at room temperature, and in MeCN solvent has been done successfully. The use of simple and available raw materials, mild copper catalytic reaction conditions, easy purification with the help of solvent, and finally the synthesis of 16 new compounds from the benzoselenazoles family are notable features of this protocol.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2024.155387