Derivatization of sumanenetrione through Lewis acid-mediated Suzuki-Miyaura coupling and an unprecedented ring opening

A series of sumanenetrione derivatives were synthesized through Lewis acid-mediated Suzuki-Miyaura cross-coupling. Their optical properties reflected the significantly strong electron-accepting ability of sumanenetrione. The bowl strain of the 2-hydroxyphenyl derivative brought the ring-opening response adjacent to the substituent even at room temperature without any activation, which generally requires harsh conditions.

Automated summary

A series of sumanenetrione derivatives were synthesized via Lewis acid-mediated Suzuki-Miyaura cross-coupling. The optical properties of these derivatives showed the strong electron-accepting ability of sumanenetrione. The ring-opening response adjacent to the substituent in the 2-hydroxyphenyl derivative occurred even at room temperature without the need for any activation, which typically requires harsh conditions.