Asian Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
11(12)
Published: Oct. 24, 2022
Abstract
A
base‐catalyzed
novel
[3+2]
cycloaddition
reaction
between
arylidene‐1‐phenyl
succinimides
and
alkylidene
acenaphthylenones
is
carried
out
to
access
succinimide
substituted
spiro[acenaphthylenone‐cyclopentane]fused
scaffolds
with
high
regio‐
stereo‐selectivity
under
mild
conditions.
The
of
1,4‐benzoxazinone
derivatives
the
influence
environmentally
benign
iodine
afforded
polyheterocyclic
compounds
embedded
pyrrole
moiety.
This
metal‐free
synthesis
highly
efficient
atom
economic
protocol
obviates
column
chromatography.
products
are
isolated
by
simple
decantation
followed
washing
solvent.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(17), P. 6691 - 6696
Published: Aug. 16, 2021
A
novel
and
efficient
strategy
for
trifluoromethylthiolation
dearomatization
of
activated
alkynes
with
stable
readily
available
AgSCF3
has
been
developed.
Reported
herein
is
the
unprecedented
electrochemical
generation
SCF3
radical
in
absence
persulfate
synthesis
SCF3-containing
spiro[5,5]trienones
good
yields
via
a
6-exo-trig
cyclization.
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 14, 2025
Chiral
spirocycles
possess
the
ability
to
undergo
diverse
modifications
in
three-dimensional
space,
offering
advantages
terms
of
physicochemical
property
and
structural
variability
over
conventional
organic
scaffolds
holding
promising
potential
for
design
biologically
active
molecules
drugs.
Among
them,
highly
strained
spirocyclobutanes
with
multiple
chiral
center-containing
four-membered
rings
have
attracted
significant
attention,
but
their
viable
efficient
synthesis
poses
a
great
challenge.
By
virtue
cage-confined
asymmetric
photocatalysis,
we
successfully
construct
spirocycle
bispirocycle
compounds
containing
quaternary
tertiary
carbon
centers
cyclobutane
through
cross
[2
+
2]
photocycloaddition
visible-light-induced
mild
reactions.
The
mechanistic
studies
unveil
that
open
pockets
cage
photoreactor
facilitate
dynamic
bimolecular
recognition
render
preferential
heteromolecular
cross-cycloaddition
enhanced
reactivity,
unconventional
enantioselectivity,
good
substrate
tolerance,
providing
direction
enzyme-mimetic
catalyst
challenging
photochemical
transformations.
Advanced Synthesis & Catalysis,
Journal Year:
2021,
Volume and Issue:
363(12), P. 2969 - 2995
Published: April 7, 2021
Abstract
Visible‐light‐induced
reactions
have
allowed
researchers
to
attain
unorthodox
bond
formation
and
elusive
chemical
processes
under
mild
inherently
safe
reaction
conditions.
However,
these
methods
relied
heavily
on
Ru‐
Ir‐based
complexes
or
metal‐free
chromophores.
While
the
heavy
transition
metal
are
limited
by
their
high
cost,
toxicity,
adverse
environmental
effects.
Metal‐free
photo‐redox
catalysts
restricted
due
poorer
photo‐stability.
In
order
overcome
shortcomings,
extensive
research
aimed
towards
utilizing
3d‐transition
metals
has
come
forefront.
Manganese,
in
this
regard,
holds
great
promise
as
a
versatile
economically
sustainable
catalyst.
Hence,
it
is
not
surprising
that
recent
years
witnessed
several
advances
visible‐light‐mediated
manganese
catalysis
areas
of
organic,
polymer,
materials
chemistry.
Manganese‐based
heterogeneous
systems
also
been
utilized
effect
dimerization
oxygenation
showcasing
versatility
manganese.
Moreover,
enabled
late‐stage
functionalization
valuable
medicinal
compounds
natural
products,
which
all
important
from
viewpoint
pharmaceutical
present
review,
comprehensive
discussions
advances,
significance,
approaches,
mechanistic
aspects
added
for
each
photochemical
process.
Further,
scope,
limitations,
future
prospects
visible‐light‐induced
reviewed.
magnified
image
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
20(33), P. 6659 - 6666
Published: Jan. 1, 2022
A
selective
polychloromethylation
and
halogenation
reaction
of
alkynes
via
a
radical
addition/spirocyclization
cascade
sequence
was
developed,
in
which
applying
polyhaloalkanes
as
the
precursor
polyhalomethyl
halogen
radicals.
Advanced Synthesis & Catalysis,
Journal Year:
2020,
Volume and Issue:
363(6), P. 1702 - 1713
Published: Dec. 31, 2020
Abstract
An
asymmetric
(4+1)
annulation
of
3‐diazooxindoles/4‐diazooxisoquinolines
with
para
‐quinone
methides,
catalyzed
by
a
chiral
phosphoric
acid,
has
been
described.
A
wide
range
spiro[dihydrobenzofuran‐2,3′‐oxindoles/2,4′‐oxisoquinoline]
derivatives
were
afforded
excellent
diastereo‐
and
enantioselectivities.
In
this
study,
the
possible
reaction
pathway
was
proposed
synthetic
applications
shown
tenfold
scale‐up
conversion
as
well
further
transformations
into
other
structurally
more
complex
spirocyclic
compounds.
The
significance
protocol
is
highlighted
its
metal‐free
participation
heterocyclic
diazo
compounds
direct
nucleophile
extremely
high
efficiency
in
straightforward
mild
process
to
access
structurally‐diverse
spiro‐heterocyclic
2,3‐dihydrobenzofuran
good
stereocontrol.
magnified
image
Advanced Synthesis & Catalysis,
Journal Year:
2021,
Volume and Issue:
363(14), P. 3411 - 3438
Published: April 16, 2021
Abstract
Functionalized
coumarins
are
privileged
scaffolds
which
display
diverse
pharmacological
and
physiological
activities,
a
myriad
of
applications
in
medical
science
biomedical
research.
Owing
to
these
multifarious
activities
coumarins,
synthetic
chemists
actively
engaged
developing
new
superior
methods
for
their
synthesis.
In
the
last
decade,
synthesis
functionalized
via
visible
light‐induced
methodologies
has
turned
into
one
most
significant
fundamental
missions
organic
This
review
covers
literature
on
under
light‐assisted
methodologies.
magnified
image
European Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
2021(31), P. 4465 - 4468
Published: Aug. 6, 2021
Abstract
Oxidative
radical
cascade
spirocyclization
and
dearomatization
of
biary
ynones
with
a
variety
hydrocarbons
including
toluenes,
ethers,
ketones,
alkanes
has
been
developed
to
construct
alkyl
substituted
spiro[5.5]trienones.
Communications Chemistry,
Journal Year:
2022,
Volume and Issue:
5(1)
Published: Aug. 5, 2022
Photo-mediated
radical
dearomatization
involving
5-exo-trig
cyclizations
has
proven
to
be
an
important
route
accessing
spirocyclic
compounds,
whereas
6-exo-trig
spirocyclization
been
much
less
explored.
In
this
work,
a
dearomative
annulation
cascade
is
realized
through
photoredox-mediated
C-O
bond
activation
of
aromatic
carboxylic
acids
produce
two
kinds
frameworks.
Mechanistically,
the
acyl
formed
oxidation
triphenylphosphine
and
subsequent
cleavage,
followed
by
cyclization/SET/protonation
sequence
generate
spiro-chromanone
products
in
intramolecular
manner.
Furthermore,
protocol
was
extended
more
challenging
intermolecular
tandem
sequences
consisting
addition
alkene
substrate,
cyclization
yield
complex
lactams.
