Discipline: Chemistry and Chemical Sciences
Subcategory: Chemistry (not Biochemistry)
Briana Graves - Winston-Salem State University
Co-Author(s): Malcolm Jeffries and Shekinah Graham, Winston-Salem State University, Winston-Salem, NC
Thiochromone undergo conjugate addition reactions with arylcuprates to afford 2-substituted thio- flavanones, providing an efficient synthetic approach to privileged sulfur-containing structural motifs and valuable precursor for many pharmaceuticals. Excellent yields of substituted thioflavanones are achieved with lithium diarylcuprates, lithium arylcyanocuprates and Grignard reagents with copper catalysis. This method provides a rapid entry to a variety of thioflavanones in excellent yields (up to 92%). The use of commercially available or easily prepared organometallic reagents will expedite the synthesis of a large library of thioflavanones for further synthetic applications and biological studies.
Not SubmittedFunder Acknowledgement(s): This is funded by, National science foundation HBCU-UP RIA award to Dr. Guo. Award number 1600987.
Faculty Advisor: Fenghai Guo, guof@wssu.edu
Role: In this research, I conducted conjugate addition reactions to arylcuprates to thiochromone. This is the first example of organocuprates addition to thiochromone. This apporach provides a rapid entry into privileged sulfur-containing structural motifs and valuable precursor for many pharmaceuticals.