Medicinal Research Reviews,
Год журнала:
2024,
Номер
44(5), С. 1971 - 2014
Опубликована: Март 21, 2024
Atropisomerism,
an
expression
of
axial
chirality
caused
by
limited
bond
rotation,
is
a
prominent
aspect
within
the
field
medicinal
chemistry.
It
has
been
shown
that
atropisomers
wide
range
compounds,
including
established
FDA-approved
drugs
and
experimental
molecules,
display
markedly
different
biological
activities.
The
time-dependent
reversal
in
poses
complexity
obstacles
process
drug
discovery
development.
Nonetheless,
recent
progress
understanding
atropisomerism
enhanced
characterization
methods
have
greatly
assisted
chemists
effective
development
atropisomeric
molecules.
This
article
provides
comprehensive
review
their
special
design
thoughts,
synthetic
routes,
activities,
serving
as
reference
for
synthesis
evaluation
bioactive
future.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(20), С. 4238 - 4243
Опубликована: Март 16, 2024
Abstract
The
catalytic
asymmetric
dearomative
arylation
of
2‐naphthols
enabled
by
the
unconventional
reactivity
o
‐quinone
diimides,
i.
e.
1,4‐conjugate
addition
on
quinone
sp
2
hybridized
carbon,
has
been
established.
Under
catalysis
chiral
phosphoric
acid,
various
cyclohexaenones
bearing
an
all‐carbon
quaternary
stereocenter
have
prepared
with
excellent
yields
and
enantioselectivities.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(13), С. 3516 - 3524
Опубликована: Янв. 1, 2024
Steric
hindrance-regulated
double
dearomatization
reaction
of
non-functionalized
phenols
and
propargylic
alcohols
for
the
efficient
synthesis
polycyclic
diketones
is
reported.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(23), С. 6819 - 6849
Опубликована: Янв. 1, 2024
This
review
highlights
recent
advances
in
the
atroposelective
preparation
of
axially
chiral
azole
derivatives,
emphasizing
mechanistic
insights
and
synthetic
applications
development
this
class
five-membered
heterocyclic
frameworks.
Chinese Journal of Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 19, 2025
Comprehensive
Summary
The
demands
for
effective
assembly
of
structurally
complex
molecular
scaffolds
from
simple
starting
materials
are
continuously
growing
along
with
the
development
organic
chemistry.
We
have
developed
a
tandem
approach
that
assembles
β
‐chloroethylphosphane,
alkynyl
imines
(or
ketones),
and
nitrones
into
isoxazolidine
fused
phospholene
through
sequential
process
involving
phospha‐Michael
addition,
intramolecular
cyclization,
dearomatizing
[3+2]
cycloaddition
reactions.
isoxazolidine‐fused
has
three
heteroatoms,
including
junction
phosphorus
atom.
After
removing
coordinated
tungsten
group,
these
compounds
can
serve
as
potential
P‐stereogenic
ligands
may
biological
activities.
Contrary
to
pyrroles
furans,
aromatic
2‐phosphapyrroles
2‐phosphafurans
good
2π‐electron
candidates
in
dearomative
reactions
due
poor
overlap
2p‐3p
orbitals
C=P
moiety.
Asian Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 28, 2025
Abstract
Dearomatization
offers
an
efficient
strategy
for
directly
converting
arenes
into
cyclic
molecules.
In
this
review,
we
discuss
representative
examples
of
dearomatization
reactions
through
five
modes:
(1)
radical
dearomatization,
(2)
halofunctionalization‐dearomatization,
in
which
three‐membered
intermediates
were
frequently
involved,
(3)
nucleophilic
mainly
about
electron‐rich
arenes,
(4)
oxidative
and
(5)
reductive
dearomatization.
Compared
to
heteroarenes,
simple
benzene
are
more
challenging
participate
reactions.
recent
years,
fewer
reports
have
focused
on
benzene.
Heteroarenes,
inherently
or
easily
activated,
tend
undergo
readily.
This
review
highlights
a
decade
progress
including
indoles,
benzofurans,
benzothiophenes,
thiophenes,
furans,
naphthols,
naphthalenes,
quinolines,
pyridines,
nitrobenzenes,
benzenes.
It
also
analyzes
their
mechanisms
strategies.
We
hope
will
aid
future
research
field.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(6), С. 1685 - 1691
Опубликована: Янв. 1, 2024
Reported
herein
is
the
first
diaza-[1,2]-Wittig
rearrangement-enabled
dearomative
spiroannulation
reaction
of
indoles.
This
protocol
features
metal-free
conditions,
a
redox-neutral
process,
broad
substrate
scope,
and
good
yield.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(9), С. 2123 - 2129
Опубликована: Март 6, 2024
Abstract
A
variety
of
functionalized
3‐arylazoindoles
were
prepared
in
good
to
excellent
yields
through
an
iron(III)‐catalyzed
C−H
azolation
2‐substituted
indoles
with
arylhydrazines
under
mild
reaction
conditions.
The
underwent
initial
TBN‐mediated
nitrosation,
1,5‐hydrogen
migration,
intramolecular
condensation,
and
migration
over
four
steps
one
pot.
paracyclophane‐derived
3‐phenylazoindole
could
be
25%
yield
three
some
showed
a
different
fluorescence
emission
wavelength
existed
obvious
pH
conditions
response.
present
method
highlights
broad
substrate
scope
easily
available
starting
materials,
wide
range
functional
group
compatibility,
gram
scalable
preparations,
high
atom
economy,
avoidance
unstable
explosive
reagents,
simple
purification
operations
by
extraction,
washing,
recrystallization
without
flash
column
chromatography.
Organic Letters,
Год журнала:
2024,
Номер
26(15), С. 3247 - 3251
Опубликована: Апрель 1, 2024
Herein,
we
report
an
asymmetric
aza-Diels–Alder
reaction
of
quinoxalinones
or
benzoxazinones
with
unactivated
dienes
by
utilizing
a
B(C6F5)3/chiral
phosphoric
acid
catalyst
to
construct
chiral
six-membered
N-heterocycles.
Various
electron-withdrawing
and
electron-donating
groups
were
tolerated
(up
99%
yield
ee)
in
the
methodology
only
2
mol
%
loading.
Moreover,
luminescence
mechanism
photophysical
properties
product
tested
used
for
anticounterfeiting
QR
codes.
Chemical Communications,
Год журнала:
2023,
Номер
60(3), С. 328 - 331
Опубликована: Дек. 4, 2023
Herein,
a
novel
cascade
gold(I)-catalyzed
hydroarylation
of
alkynylindoles
and
subsequent
Diels-Alder
cycloaddition
with
electron-deficient
alkynes
alkenes
is
described.
A
variety
azepino-fused
hydrocarbazoles
carbazoles
were
obtained
in
moderate
to
excellent
yields.
Key
features
this
methodology
are
low
catalyst
loadings,
high
regioselectivity,
broad
functional
group
tolerances,
access
important
heterocycles,
100%
atom
economy.
