Exploring Diazo Compounds for the Divergent Electro-Cascade Sequence and S–H Insertion Reaction
Organic Letters,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 12, 2025
We
have
explored
the
reactivity
of
diazo
compounds
under
electrochemical
conditions
to
establish
a
cascade
sequence
thiolation/cyclization/reduction
reactions.
Electrolyzing
styryl
imides
and
aryl
thiols
enables
direct
access
single
diastereoisomer
2,5-pyrrolidine-dione-fused
thiochromans
in
good
yield
mild
metal-free
conditions.
Notably,
tunable
has
been
achieved
via
S–H
insertion
at
center
modified
reaction
Based
on
experimental
evidences,
including
detection
key
intermediates
computational
studies,
mechanism
for
also
established.
Язык: Английский
Probing Diazo Compounds for Electro-Cascade Thiolation/Cyclization/Reduction Sequence
Опубликована: Авг. 28, 2024
Diazo
compounds
have
extensively
been
investigated
under
light
or
metal-mediated
conditions
to
carry
out
carbene-mediated
transformations.
In
the
search
for
novel
reactivity,
investigating
these
dinitrogen
substrates
electrochemical
remained
underexplored.
Herein,
we
explored
diazo
establish
a
cascade
sequence
of
thiolation/cyclization/reduction
reactions.
Electrolyzing
styryl
imides
and
aryl
thiols
enables
direct
access
single
diastereoisomer
2,5-pyrrolidine-dione-fused
thiochromans
in
good
yields
mild
metal-free
conditions.
Notably,
tunable
reactivity
was
achieved
via
S-H
insertion
at
center
slightly
modified
reaction
Based
on
experimental
evidences,
including
detection
key
intermediates
computational
studies,
mechanism
has
also
established.
Язык: Английский