Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
A
Pd-catalyzed,
regio-
and
diastereoselective
cascade
reaction
of
biphenyl
amines
with
1,6-enynes
via
non-rollover
cyclometallation
has
been
described
for
the
synthesis
benzoisoindolinone
derivatives.
Green Chemistry,
Год журнала:
2024,
Номер
26(5), С. 2705 - 2711
Опубликована: Янв. 1, 2024
A
novel
synthetic
strategy
to
access
strained
heterocycles
is
revealed
through
photocatalysed
annulative
formal
4-
endo-dig
cyclization
of
propargyl
alcohols/amines
with
benzoquinones
under
catalyst/reagent-free
conditions
using
non-hazardous
solvent.
Organic Letters,
Год журнала:
2024,
Номер
26(23), С. 5016 - 5020
Опубликована: Июнь 3, 2024
Spirolactones
are
widely
found
in
pharmaceuticals
and
bioactive
natural
products.
However,
efficient
environmentally
friendly
approaches
to
accessing
spirolactones
still
highly
desirable.
Herein,
a
novel
electrochemical
synthesis
of
from
α-tetralone
derivatives
with
methanol
as
C1
source
is
described.
This
reaction
exhibits
high
efficiency
good
functional
group
tolerance.
Asian Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 14, 2025
Abstract
The
use
of
attractive
noncovalent
interactions
is
emerging
as
a
versatile
approach
to
address
site‐selectivity
challenges.
Herein,
we
report
ortho‐selective
Suzuki
coupling
reactions
in
water
2,3‐dichloroarenes
and
2,4‐dichloroarenes
bearing
hydroxy
group
the
presence
palladacycle
catalyst
directed
by
interactions.
Various
ortho‐substituted
arylphenols
arylbenzyl
alcohols
were
obtained
good
excellent
yields
with
high
selectivity.
Density
functional
theory
(DFT)
calculations
ab
initio
molecular
dynamics
(AIMD)
simulations
suggested
that
ortho
‐selective
dichlorophenols
dichlorobenzyl
occurred
through
electrostatic
hydrogen
bonding
interactions,
respectively.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 10, 2025
A
palladium-catalyzed
new
mode
of
cascade
arylative
cyclization
1,6-diynes
is
disclosed
using
dibenzoxaborin
as
an
arylating
agent
featuring
transmetalation
and
selective
migratory
insertion
the
key
steps.
This
process
enables
efficient
construction
polysubstituted
fused
naphthalene
skeletons
via
formation
three
C-C
bonds
through
dual
regioselectivity
in
both
arylation
well
C-H
functionalization.
Some
control
experiments
kinetic
isotope
effect
(KIE)
studies
were
conducted
to
elucidate
reaction
mechanism,
some
product
diversifications
achieved
showcase
synthetic
potential.
Abstract
Selective
and
concise
construction
of
ring
systems
that
are
ubiquitous
skeletons
across
chemistry,
drugs
materials,
is
indispensable
for
human
life.
Of
note,
directed
C−H
annulation
with
alkynes
the
expedient
delivery
holds
great
importance,
featuring
step‐
atom‐economy,
mild
conditions,
broad
substrate
scope.
However,
regioselectivity
issues
remained
when
using
unsymmetrical
annulation.
Herein,
we
summarized
recent
achievements
towards
solving
this
problem
by
developing
directing
groups,
metal
catalysts,
versatile
traceless
functionality
ensure
overall
regioselectivity,
enantioselectivity,
efficiency,
synthetic
application.
We
hope
concept
will
promote
further
development
precise
functional
molecules
alkynes.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Март 20, 2024
Abstract
We
report
herein
a
palladium‐catalyzed,
site‐selective
cyclative
annulation
of
o
‐alkynyl
arylamides
with
maleimide
for
the
stereoselective
construction
succinimide‐fused
benzoxazine
derivatives.
This
operationally
simple
and
modular
protocol
provides
access
to
polycyclic
frameworks.
The
other
associated
features
are
high
functional
group
compatibility,
gram‐scale
synthetic
potential,
downstream
transformations.
Control
labeling
experiments
were
conducted
get
insights
into
mechanism.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(8), С. 5589 - 5605
Опубликована: Апрель 5, 2024
Diversity-oriented
synthesis
strategy
for
the
efficient
assembly
of
indole-fused
polycyclic
scaffolds
via
rhodium-catalyzed
NH-indole-directed
C–H
coupling
with
propargylic
alcohol
derivatives
in
a
regioselective
manner
was
developed.
Five
2-phenyl-1H-indole-embedded
core
skeletons
were
synthesized.
In
particular,
three
different
exo-olefin-containing
polycycles
realized,
which
may
be
manipulated
further
chemistry.
Chemistry - A European Journal,
Год журнала:
2023,
Номер
30(7)
Опубликована: Ноя. 6, 2023
Reaching
the
formidable
C-H
corners
has
been
one
of
top
priorities
organic
chemists
in
recent
past.
This
prompted
us
to
disclose
herein
a
vicinal
annulation
2-iodo
benzoates,
indoles,
and
carbazoles
with
N-embedded
1,6-enynes
through
7-/8-membered
palladacycles.
The
relay
does
not
require
assistance
any
directing
group,
leading
multicyclic
scaffolds,
which
are
readily
diversified
an
array
adducts
(with
new
functional
tethers
and/or
three
contiguous
stereocenters),
we
showcase
rare
benzylic
mono-oxygenation.
Chemistry - A European Journal,
Год журнала:
2023,
Номер
29(70)
Опубликована: Окт. 11, 2023
Although
challenging,
the
distant
C-H
functionalization
with
precision
is
quite
rewarding
and
has
long
been
intriguing.
Tailoring
an
appropriate
template
accomplishes
job
but
prerequisite
sets
limitation.
We
herein
unveil
our
discovery
of
annulation
alkynes
on
to
two
(from
directing
group)
bonds
through
rollover
cyclometallation
assisted
by
conjugated
C=C
bond.
The
follows
a
concomitant
cyclization
rare
triple
functionalization.
totally
regioselective
array
unsymmetrical
alkynes,
taking
leverage
extended
conjugation
or
tertiary
hydroxyl
co-ordination.
mechanism
supported
control
experiments,
KIE
&
labelling
studies
Mass
spectrometry.
Chemical Communications,
Год журнала:
2023,
Номер
59(92), С. 13755 - 13758
Опубликована: Янв. 1, 2023
A
versatile,
operationally
simple,
temperature-dependent,
and
transition
metal-free
one-pot
protocol
has
been
devised
for
the
preparation
of
novel
phenanthrene-fused
pyrazoles.
Notably,
overall
process
involved
an
intermolecular
condensation,
intramolecular
1,3-dipolar
cycloaddition,
aromatization
sequence
starting
from
biaryl-2,2'-aldehydes
bearing
enoate
esters
with
various
hydrazine
hydrochlorides.
sequential
three-component
operation
also
achieved.
Importantly,
it
was
shown
that
this
amenable
to
hydroxylamine
hydrochloride
as
nitrogen
source
furnished
isoxazoles.
temperature
dependent
nature
demonstrated,
which
led
formation
dealkoxylcarbonylated
pyrazoles
at
slightly
higher
temperatures
longer
reaction
times.
Remarkably,
effectively
constructed
two
C-N
bonds
one
C-C
bond
exhibited
a
broad
substrate
scope.