A case study of the iodine-mediated cyclization of C2′-OH- and C2-OH-chalcones toward the synthesis of flavones: Reinvestigation of the mechanisms

Synthesis of flavones from chalcones via the iodine-mediated cyclization required at least one hydroxy group at their C-2 '-positions. On the contrary, the ring oxidative cyclization from C-2-OH-chalcones under the same condition was unusual and reported only once. We evaluated the aforementioned method and found different results. The mechanisms in detail were discussed.

Automated summary

This study discussed the synthesis of flavones from chalcones via iodine-mediated cyclization, and the unusual ring oxidative cyclization from C-2-OH-chalcones under the same condition. Different results were found and the mechanisms were discussed in detail.