Deaminative ring contraction for the synthesis of polycyclic heteroaromatics: a concise total synthesis of toddaquinoline

Abstract

A concise strategy to prepare polycyclic heteroaromatics involving a deaminative contraction cascade is detailed. The efficient deaminative ring contraction involves the in situ methylation of a biaryl-linked dihydroazepine to form...

15NRORC: An Azine Labeling Protocol

“…In addition, late-stage 15 N incorporation of benzoisoquinolines 3s and 3t proceeded smoothly, while high isotopic incorporations were also observed in the labeling of toddaisoquinoline (3u) and santiagonamine (3v) derivatives. 32 Finally, the labeled pyridine 3w was successfully accessed in 78% yield with high labeling efficiency, further articulating how drug scaffolds can be labeled in a late stage utilizing this synthetic strategy.…”