Novel Copolymers of 4-Fluorostyrene. 7. Halogen Ring-Disubstituted 2-Phenyl-1,1-dicyanoethylenes

A Research-Based Undergraduate Organic Laboratory Project: Investigation of a One-Pot, Multicomponent, Environmentally Friendly Prins–Friedel–Crafts-Type Reaction

“…For many years, a research experience has been incorporated into the third quarter of a three-quarter sequence of organic chemistry labs through a polymer synthesis project that was developed by Gregory Kharas in the late 1990s . This project remains robust to this day and results in the annual publication of peer-reviewed journal articles with significant numbers of undergraduate students as coauthors . Similar to Kharas’s polymer synthesis project, this project is simple in its design: students carry out a clay-catalyzed multicomponent reaction in an effort to synthesize different tetrahydropyran products ( 2 , Scheme ); variation of the starting carbonyl substrates ( 1 ) and arenes allows for the potential generation of hundreds of possible products.…”