Photoinduced decarboxylative borylation: scaling visible light photochemistery

Visiblelight – induced decarboxylative borylation was successfully implemented and scaled-up as key step in a novel route towards vaborbactam. The transformation was carried out in a falling-film photoreactor on a 10 g-scale. Under mild conditions (420 nm
KEYWORDS: Photochemistry, Borylation, Decarboxylation, Visible light, scale-up, Peer reviewed.
blue LEDs, RT, 4 h) the N-hydroxyphtalimide redox active ester was converted to the corresponding pinacolato boronates in 78% isolated yield. Other borylation methodologies, both photochemical as well as organometallic, showed inferior results in comparison experiments.