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Synthesis and Functionalization of Thiochromanones and Thioflavanones

Faculty #22
Discipline: Chemistry & Chemical Sciences
Subcategory: STEM Research
- Winston Salem State University
Co-Author(s): Shekinah Bass, Angelica Dibble and Aireal Eaton



Conjugate addition reactions of Thiochromone with Organometallic reagents provide a rapid entry into Thiochromanone and Thioflavanone, an important class of bioactive organosulfur compounds. Excellent yields of 1,4-adducts – thiochromanone and thioflavanone can be isolated (up to 92%). The large library of thiochromanone and thioflavanones can be quickly synthesized by using commercially available or easily prepared organometallic reagents. These thioflavanones and thiochromanones are useful precursors for many pharmaceuticals, such as 1,5-benzothiazepine, a versatile pharmacophore in drug discovery. Thioflavanones and thiochromanones could be converted into useful sulfoxides and sulfones in high yields.

Funder Acknowledgement(s): NSF HBCU-UP program RIA award (Award no. 1600987)

Faculty Advisor: None Listed,

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This material is based upon work supported by the National Science Foundation (NSF) under Grant No. DUE-1930047. Any opinions, findings, interpretations, conclusions or recommendations expressed in this material are those of its authors and do not represent the views of the AAAS Board of Directors, the Council of AAAS, AAAS’ membership or the National Science Foundation.

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