Discipline: Chemistry and Chemical Sciences
Subcategory: Chemistry (not Biochemistry)
Malcolm Jeffries - Winston-Salem State University
Co-Author(s): Shekinah Bass, Angelica Dibble, and Aireal Eaton, Winston-Salem State University, NC
Conjugate addition reactions of Thiochromone with Organometallic reagents such as alkyllithium catalyzed by Copper(I) salts are investigated in the synthesis of Thiochromanone, an important class of organosulfur compounds with rich bioactivities. Excellent yields of 1,4-adducts – thiochromanones can be isolated (up to 90%). The use of commercially available or easily prepared organometallic reagents will expedite the synthesis of a large library of thiochromanones for further synthetic applications and biological studies. Thiochromanones are key intermediates for bioactive products such as sulfoxides and sulfones.
Not SubmittedFunder Acknowledgement(s): We like to thank NSF HBCU-UP program ( Award no. 1600987)
Faculty Advisor: Fenghai Guo, Ph.D, guof@wssu.edu
Role: I developed and efficient synthetic approaches to thiochromanone via organocopper catalyzed conjugate addition reaction. I showed that this reaction works for a broad range of substrate with both electon-withdrawing and electron-donating groups. Thiochromanone is an important class of organosulfur compounds with rich bioactivities. I also demonstrated that these sulfur compounds are useful intermediates for sulfoxides and sulfones.