Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
12(5)
Опубликована: Апрель 19, 2023
Abstract
Achieving
complex
molecular
assemblies
in
modular
modes
is
always
one
of
the
top
priorities
organic
chemist.
Cyclization/annulation
functionalized
alkynes
through
carbo
metalation
has
an
impactful
swath
synthetic
chemistry.
There
have
recently
been
considerable
contributions
this
arena
uncovering
several
new
chemical
spaces
towards
solutions
for
various
fields
biology.
On
other
hand,
organoboronic
reagents
are
fascinating
reactive
chemprobs,
partake
a
broad
range
transformations.
Particularly
utility
these
carbo‐metalation
subject
high
perusal
To
degree,
tuning
transition‐metal
catalysts
with
organoboranes
and
intriguing
synthesis
classes
acyclic
cyclic
adducts.
Mechanistically,
arylative
cyclizations
proceed
initial
aryl‐metalation
on
which
provides
alkenyl
metal
species,
that
concomitantly
react
pendent
electrophile.
The
stereo‐
regioselective
reactivity
C‐metal
steered
by
chelation
coordinating
group
and/or
electrophile
alkyne.
In
review,
we
focused
critical
achievements
field
emphasis
stereoselective
capture
vinyl
field,
compilation
detailed
mechanistic
pathways
realm
would
be
helpful
to
find
gaps
hence
discover
novel
ACS Catalysis,
Год журнала:
2023,
Номер
13(20), С. 13540 - 13560
Опубликована: Окт. 6, 2023
Bidentate
P,N
ligands,
integrating
phosphine
and
nitrogen
donors,
are
highlighted
for
their
versatile
characteristics,
offering
both
electronic
steric
tunability.
Their
hemilabile
nature,
coupled
with
the
ability
to
modulate
properties
through
choice
of
donor
atoms
substituents,
has
expanded
horizons
chemical
transformations.
This
Review
focuses
on
Ni-catalyzed
cross-coupling
reactions
mediated
by
ligands.
The
asymmetrical
nature
each
atom
playing
a
specific
role
in
catalytic
cycle,
offers
control,
stability,
unique
regioselectivity
processes.
In
particular,
Ni/P,N-catalytic
system
exhibits
remarkable
reactivity
π-substrates
including
alkenes,
alkynes,
allenes.
A
thorough
mechanistic
understanding
these
processes
insights
into
trends
future
directions
Ni/P,N-catalyzed
reactions.
Chemistry - A European Journal,
Год журнала:
2021,
Номер
27(19), С. 5897 - 5900
Опубликована: Фев. 5, 2021
Abstract
Domino
reactions
involving
nickel‐catalyzed
additions
of
(hetero)arylboronic
acids
to
alkynes,
followed
by
cyclization
the
alkenylnickel
intermediates
onto
tethered
acyclic
ketones
give
chiral
tertiary‐alcohol‐containing
products
in
high
enantioselectivities,
are
described.
The
reversible
E
/
Z
isomerization
enables
overall
anti
‐arylmetallative
occur.
ring
system
substructures
certain
diarylindolizidine
alkaloids.
European Journal of Organic Chemistry,
Год журнала:
2022,
Номер
2022(46)
Опубликована: Ноя. 16, 2022
Abstract
Spiro
derivatives
are
important
scaffolding
substances
found
in
many
natural
products
and
pharmaceuticals.
In
the
last
decade,
numerous
new
approaches
based
on
multicomponent
reactions
have
been
explored
for
selective
efficient
development
of
spiro
using
various
organocatalytic
transition
metal‐based
catalytic
systems.
This
Review
discusses
pioneering
advances
field
stereoselective
preparation
derivatives.
These
include
Michael
cascade
cyclization
reactions,
cycloadditions,
diastereoselective
miscellaneous
synthesis
spiro‐hetero/carbocycles.
Advances
decade
made
it
possible
to
synthesize
compounds
with
good
excellent
stereoselectivity
under
appropriate
reaction
conditions.
However,
achieving
high
regioselectivity
several
described
remains
a
challenge.
Organocatalysts
transition‐metal‐based
catalysts
play
crucial
role
this
milestone.
Proposed
mechanisms
supporting
evidence
highlighted
Review.
The
progress
is
immense.
expected
that
synthetic
methods
will
soon
be
developed
can
widely
used
spiro‐heterocycles/carbocycles.
Angewandte Chemie International Edition,
Год журнала:
2023,
Номер
62(45)
Опубликована: Сен. 25, 2023
Transition-metal-catalyzed
hydroarylation
of
unsymmetrical
internal
alkynes
remains
challenging
because
the
difficulty
in
controlling
regioselectivity
and
stereoselectivity.
Moreover,
enantioselective
using
organoboron
reagents
has
not
been
reported.
Herein,
we
report
for
first
time
that
palladium
compounds
can
catalyze
1-alkynylindoles
with
organoborons
synthesis
chiral
C-N
atropisomers.
A
series
rarely
reported
vinylindole
atropisomers
was
synthesized
excellent
regio-,
stereo-
(Z-selectivity),
enantioselectivity
under
mild
reaction
conditions.
The
ready
availability
simplicity,
high
stereoselectivity,
good
functional
group
tolerance
this
catalytic
system
make
it
highly
attractive.
Chinese Journal of Organic Chemistry,
Год журнала:
2023,
Номер
43(3), С. 1023 - 1023
Опубликована: Янв. 1, 2023
Chiral
α-carbonyl
compounds
are
important
structural
units
in
natural
products
and
pharmaceuticals
versatile
synthetic
building
blocks
organic
synthesis.Transition
metal-catalyzed
asymmetric
acylation
reaction
is
one
of
the
most
straightforward
methods
for
preparing
these
compounds.In
particular,
significant
progress
has
been
made
area
nickel-catalyzed
reaction,
due
to
unique
properties
nickel
catalysts.The
latest
including
alkyl-acyl
cross-coupling
hydroacylation
alkene
acyl-functionalization
alkene,
summarized.
Organic Process Research & Development,
Год журнала:
2020,
Номер
24(6), С. 909 - 915
Опубликована: Май 14, 2020
Nonprecious
metal
catalysis
is
a
highly
active
area
of
research
for
both
industrial
and
academic
laboratories.
New
methods
that
efficiently
generate
useful
functionality
in
cost-effective,
high
yielding,
environmentally
friendly
ways
naturally
garner
attention
from
process
chemists
many
different
industries.
This
series
highlights
summarizes
literature
on
the
general
topic
nonprecious
over
four-month
timeframes
will
focus
major
trends
field
are
interest
pharmaceutical
industry.
The
first
installment
selected
transformations
using
copper,
nickel,
iron
catalysts.
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 6, 2025
Metal
hydrides
are
reactive
intermediates
in
numerous
catalytic
processes.
In
many
processes,
metal
formed,
but
their
potential
reactivity
is
often
wasted
by
reaction
with
a
base
or
an
oxidant
to
permit
catalyst
turnover.
this
report,
the
hydroamination
of
unactivated
olefins
described
coupling
Heck
between
aryl
boronic
acid,
olefin,
and
nitrene
precursor
dioxazolone.
Initiated
olefin
arylboroic
rhodium
hydride
intermediate
generated
retained
for
second
equivalent
olefin.
Depending
on
chain
length
alkyl
group
α-
β-amino
amides
were
obtained
excellent
regio-
enantioselectivity
via
direct
remote
(migratory)
hydroamination,
respectively.
The
system
features
broad
scope,
mild
conditions,
enantioselectivity,
it
also
represents
rare
example
asymmetric
using
chiral
rhodium(III)
cyclopentadienyl
catalyst.
Mechanistic
studies
delineated
turnover-limiting
enantio-determining
steps
system.
Chemical Communications,
Год журнала:
2023,
Номер
59(30), С. 4405 - 4422
Опубликована: Янв. 1, 2023
Alkynes
as
unsaturated
hydrocarbons
have
long
been
used
for
cyclization
reactions.
Various
transition
metal-catalyzed
cyclizations
of
alkynes
reported
in
the
past
decades.
In
this
minireview,
we
mainly
summarize
recent
asymmetric
with
other
functional
groups
such
carbonyl-alkynes,
cyano-alkynes,
and
enynes
under
catalytic
system
nickel
chiral
ligands.