4.6 Article

Synthesis of tetrasubstituted selenophenes by DBU-induced sequential three-component coupling and intramolecular cyclization

Journal

NEW JOURNAL OF CHEMISTRY
Volume 47, Issue 43, Pages 19822-19826

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d3nj03720g

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A DBU-promoted three-component cascade annulation has been proposed for the synthesis of tetrasubstituted selenophenes. This method offers advantages such as readily available and inexpensive substrates, metal catalyst-free reaction conditions, and high atom economy.
The DBU-promoted three-component cascade annulation of 3-oxo-3-phenylpropanenitriles, (E)-chalcones and elemental selenium has been proposed for the synthesis of tetrasubstituted selenophenes. Preliminary mechanism explorations and photochemical performance studies of selenophenes have also been conducted. This protocol possesses some advantages over traditional methods for synthesizing selenophenes in terms of readily available and inexpensive substrates, metal catalyst-free, simple and easy to operate reaction conditions, and step and atom economy. A DBU-promoted three-component cascade annulation of 3-oxo-3-phenylpropanenitriles, (E)-chalcones and selenium powder has been proposed for the synthesis of tetrasubstituted selenophenes.

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