Angewandte Chemie,
Год журнала:
2022,
Номер
134(46)
Опубликована: Авг. 26, 2022
Abstract
Stereochemically
defined
organofluorine
compounds
are
vital
to
drug
discovery
and
many
applicable
catalytic
strategies
have
been
introduced
for
accessing
these
entities
stereoselectively.
One
approach
entails
incorporation
of
a
fluorine
atom
(C−F
bond
formation)
or
an
moiety
(e.g.,
CF
3
2
H),
another
exploits
commercially
available
with
one
more
atoms.
Here,
we
present
the
state‐of‐the‐art
regarding
use
alkenyl
allylic
fluorides
in
preparation
stereochemically
fluoro‐organic
molecules.
Allylic
may
be
purchased
generated
from
acid,
carboxylate
salt,
ester,
aldehyde
hydrate,
ketone
bearing
several
atoms
next
carbonyl
group.
We
underscore
untapped
potential
purchasable
compounds,
fluorides,
as
launching
points
development
stereoselective
processes
that
value
therapeutic
science.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
20(12), С. 2370 - 2386
Опубликована: Янв. 1, 2022
Pyrazolones
and
pyrazoles,
featuring
nitrogen-nitrogen
bonds,
are
two
of
the
most
important
classes
heterocycles,
owing
to
their
widespread
occurrence
in
medicinal
chemistry
functional
materials.
The
last
decade
has
witnessed
a
rapid
increase
construction
chiral
pyrazolone
pyrazole
derivatives,
with
application
derivatives
as
powerful
synthons.
Since
our
review
2018,
large
number
new
achievements
emerged
this
area,
requiring
timely
update.
Thus,
summarizes
these
elegant
based
on
multiple
reactive
sites
different
In
addition,
mechanisms
interesting
biological
investigations
relating
corresponding
products
also
discussed.
Chemical Society Reviews,
Год журнала:
2024,
Номер
53(4), С. 1936 - 1983
Опубликована: Янв. 1, 2024
This
review
analyses
recent
advances
and
strategies
employed
in
the
Pd-AAA
of
nucleophilic
prochiral
heterocycles.
Each
section
is
focused
on
a
specific
heterocycle,
where
optimisation
data
reaction
scope
have
been
carefully
analysed.
Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
61(46)
Опубликована: Авг. 26, 2022
Stereochemically
defined
organofluorine
compounds
are
vital
to
drug
discovery
and
many
applicable
catalytic
strategies
have
been
introduced
for
accessing
these
entities
stereoselectively.
One
approach
entails
incorporation
of
a
fluorine
atom
(C-F
bond
formation)
or
an
moiety
(e.g.,
CF3
CF2
H),
another
exploits
commercially
available
with
one
more
atoms.
Here,
we
present
the
state-of-the-art
regarding
use
alkenyl
allylic
fluorides
in
preparation
stereochemically
fluoro-organic
molecules.
Allylic
may
be
purchased
generated
from
acid,
carboxylate
salt,
ester,
aldehyde
hydrate,
ketone
bearing
several
atoms
next
carbonyl
group.
We
underscore
untapped
potential
purchasable
compounds,
fluorides,
as
launching
points
development
stereoselective
processes
that
value
therapeutic
science.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 29, 2025
This
paper
presents
a
new
strategy
for
the
construction
of
chiral
4H-chromene
skeleton.
A
series
2-trifluoromethyl-4-(indol-3-yl)-4H-chromenes
were
synthesized
in
moderate
to
good
yields
(60-92%)
with
excellent
enantioselectivity
(up
97%
ee)
through
palladium-catalyzed
asymmetric
condensation
2H-chromenes
and
indoles.
These
trifluoromethylated,
stereochemically
rich
building
blocks
hold
potential
value
medicinal
chemistry.
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
A
new
strategy
for
the
construction
of
a
chiral
4-alkoxy-4
H
-chromene
skeleton
was
reported.
series
-chromenes
containing
trifluoromethyl
group
were
obtained
in
good
yields
and
excellent
enantioselectivity.
Chinese Journal of Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 25, 2025
Comprehensive
Summary
The
cycloaddition
and
annulation
reactions
offer
a
powerful
method
toward
various
important
substituted
3,4‐dihydro‐2
H
‐pyran
architectures.
Nevertheless,
the
transformation
for
preparing
fused‐polycyclic
ones
still
remains
challenging
yet
highly
desirable
until
now.
Herein,
we
report
novel
formal
[3+3]
cascade
cyclization
reaction
to
provide
lactam‐fused
4‐fluoroalkylated
3,4‐dihydropyran
skeletons
bearing
three
contiguous
tertiary
carbon
centers
via
copper
catalysis.
Of
note,
these
annulations
proceeded
in
an
exclusively
diastereoselective
manner
through
successive
inert
C(sp
2
)‐Cl
3
)‐H
functionalization,
which
exhibited
site‐selectivity
stereoselectivity.
Additionally,
evaluations
on
biological
activities
of
obtained
products
revealed
that
several
display
inhibitory
activity
against
Siha
H1975
cancer
cell
lines.
Advanced Synthesis & Catalysis,
Год журнала:
2022,
Номер
364(19), С. 3396 - 3403
Опубликована: Апрель 7, 2022
Abstract
A
diastereospecific
enantiodivergent
allylation
of
pyrazolones
is
reported
which
catalyzed
by
a
planar
chiral
pentaphenylferrocene
based
palladacycle.
With
the
same
catalyst
batch
both
product
enantiomers
were
selectively
available.
The
method
applicable
to
structurally
diverse
substrates
and
gave
products
with
enantiomeric
excesses
between
85
94%.
In
addition,
we
could
show
that
are
transformable
into
β‐aminoamides.
magnified
image
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(36)
Опубликована: Июль 19, 2023
Abstract
An
efficient
strategy
for
asymmetric
trifluoromethylated
allylic
alkylation
of
easily
available
N
‐substituted
glycine
ethyl
esters
with
α
‐(trifluoromethyl)alkenyl
acetates
has
been
developed.
Catalyzed
by
a
[Pd(C
3
H
5
)Cl]
2
/(
R
)‐BINAP,
various
trifluoromethyl‐containing
ester
derivatives
are
afforded
good
yields
and
excellent
enantioselectivities.
The
product
can
be
readily
converted
into
diverse
fluoro‐substituted
species,
which
shows
the
practicability
this
method.
