New
photochemical
approaches
to
2,3-fused
quinazolinones
and
dihydroquinazolinones
are
disclosed.
The
intramolecular
hydrocyclization
proceeds
in
moderate
excellent
yields
across
diverse
alkenes
with
high
regioselectivity
diastereocontrol.
Mechanistic
studies
indicated
that
the
radical
cascade
processes
involve
thiophenol
acting
as
single-electron
transfer
hydrogen
atom
reagents.
success
of
gram-scale
synthesis
proves
strategy
can
be
used
for
practical
applications.
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 29, 2025
The
tunability
of
the
reaction
parameter
space
is
probed
in
presented
work
through
photoswitch-directed
energy
and
charge
transfer
pathways
induced
by
organic
chromophores,
hierarchically
organized
within
a
well-defined,
light-harvesting
metal-organic
framework.
Unique
matrix-imposed
changes
photoswitch
photophysical
properties,
including
first
report
visible
light-induced
photoisomerization
spiropyran
derivative,
illustrate
critical
synergy
between
selected
matrix
photoresponsive
compound.
Moreover,
confined
utilized
porous
allowed
for
mimicking
isomerization
kinetics
integrated
sterically
demanding
photochromic
moieties
solution.
More
importantly,
such
suppresses
processes
favor
resonance
instead.
demonstrated
ability
to
shift
multiple
relaxation
(e.g.,
transfer,
or
photoluminescence)
as
function
excitation
wavelength
resulted
tailoring
model
phosphinylation
outcomes.
Thus,
incorporating
framework
allows
light
be
harvested
funneled
toward
either
ligand-based
reactive
center
an
acceptor
molecule
unit.
framework's
chemical
activity
was
promoted
exclusively
linkers
without
participation
metal
nodes,
addition
(co)catalysts,
use
harsh
conditions
at
room
temperature.
Overall,
this
paves
way
development
stimulus-responsive
platforms,
which
could
controlled
moiety.
Organic Letters,
Год журнала:
2022,
Номер
24(46), С. 8536 - 8541
Опубликована: Ноя. 14, 2022
A
gold(I)-catalyzed
cascade
intramolecular
cyclization
of
Ugi
adducts
for
the
divergent
construction
quinazolinone
and
ampakine
analogues
has
been
developed
in
a
rapid,
highly
efficient
step-economical
manner.
This
protocol
shows
high
yields,
excellent
functional-group
tolerance,
broad
substrate
scope
chemo-
regioselectivity.
The
practicality
this
strategy
is
further
demonstrated
by
scale-up
reaction.
Diverse
oligopeptides
are
also
found
to
be
well
tolerated,
affording
polycyclic
products
decorated
with
peptide
chain.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
20(48), С. 9722 - 9733
Опубликована: Янв. 1, 2022
A
mild
and
efficient
transition
metal-free
radical
difluoroarylmethylation/cyclization
of
unactivated
alkenes
toward
the
synthesis
quinazolinone
derivatives
with
easily
accessible
α,α-difluoroarylacetic
acids
has
been
developed.
Chemical Communications,
Год журнала:
2024,
Номер
60(62), С. 8119 - 8122
Опубликована: Янв. 1, 2024
A
novel
visible-light
promoted
metal-free
radical
cascade
cyclization
reaction
has
been
developed
with
3-allyl-2-arylquinazolinones
as
a
new
class
of
acceptor.
This
photocatalytic
protocol
represents
an
efficient
approach
to
construct
phosphorylated
dihydroisoquinolino[1,2-
