posted on 2022-09-14, 17:13authored byOliver
M. Griffiths, Steven V. Ley
N-heterospirocycles are interesting
structural
units found in both natural products and medicinal compounds but have
relatively few reliable methods for their synthesis. Here, we enlist
the photocatalytic generation of N-centered radicals
to construct β-spirocyclic pyrrolidines from N-allylsulfonamides and alkenes. A variety of β-spirocyclic
pyrrolidines have been constructed, including drug derivatives, in
moderate to very good yields. Further derivatization of the products
has also been demonstrated as has a viable scale-up procedure, making
use of flow chemistry techniques.