The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(9), P. 6040 - 6047
Published: April 12, 2024
The
mechanisms
of
Ni-catalyzed
3,3-dialkynylation
2-aryl
acrylamide
have
been
investigated
by
using
density
functional
theory
calculations.
result
shows
that
this
reaction
includes
double
alkynylation,
which
involves
sequential
key
steps
vinylic
C–H
bond
activation,
successive
oxidative
addition,
and
reductive
elimination,
with
the
second
activation
being
rate-determining
step.
N–H
occurs
via
concerted
metalation-deprotonation
mechanism.
calculations
show
no
transition
state
exists
in
first
elimination
process,
a
negative
free
energy
barrier
process
though
is
identified,
indicating
nickel-catalyzed
C(sp2)–C(sp)
formation
does
not
require
energy.
Z–E
isomerization
prerequisite
for
alkynylation.
In
our
spin-flip
TDDFT
(SF-TDDFT)
computational
discloses
actual
on
potential
surface
excited
singlet
S1.
Chemical Society Reviews,
Journal Year:
2022,
Volume and Issue:
51(17), P. 7358 - 7426
Published: Jan. 1, 2022
Transition
metal
catalysis
has
contributed
immensely
to
C-C
bond
formation
reactions
over
the
last
few
decades,
and
alkylation
is
no
exception.
The
superiority
of
such
methodologies
traditional
evident
from
minimal
reaction
steps,
shorter
times,
atom
economy
while
also
allowing
control
regio-
stereo-selectivity.
In
particular,
hydrocarbonation
alkenes
grabbed
increased
attention
due
its
fundamental
ability
effectively
selectively
synthesise
a
wide
range
industrially
pharmaceutically
relevant
moieties.
This
review
attempts
provide
scientific
viewpoint
systematic
analysis
recent
developments
in
transition-metal-catalyzed
various
C-H
bonds
using
simple
activated
olefins.
key
features
mechanistic
studies
involved
these
transformations
are
described
briefly.
Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
61(12)
Published: Dec. 27, 2021
Sulfonyl
fluorides
have
found
widespread
use
in
chemical
biology
and
drug
discovery.
The
development
of
synthetic
methods
for
the
introduction
sulfonyl
fluoride
moiety
is
therefore
importance.
Herein,
a
transition-metal-free
radical
1,2-difunctionalization
unactivated
alkenes
via
FSO
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
20(32), P. 6293 - 6313
Published: Jan. 1, 2022
As
one
of
the
most
important
structural
units
in
pharmaceuticals
and
medicinal
chemistry,
quinazolinone
its
derivatives
exhibit
a
wide
range
biological
pharmacological
activities,
including
anti-inflammatory,
antitubercular,
antiviral,
anticancer
etc.
In
particular,
2,3-fused
quinazolinones
have
attracted
much
attention
because
rings
fused
to
2,3-positions
improve
their
rigidity
planarity.
Their
synthetic
strategies
made
great
advances
recent
years.
Therefore,
this
review
focuses
on
novel
for
synthesis
from
2017
2022,
such
as
difunctionalization
alkenes,
ring-opening
easily
available
small
rings,
dehydrogenative
cross-coupling
reactions,
transition-metal
catalyzed
cyclizations,
cycloadditions,
other
cascade
reactions.
Molecules,
Journal Year:
2023,
Volume and Issue:
28(5), P. 2136 - 2136
Published: Feb. 24, 2023
Hypervalent
iodine
reagents
are
in
high
current
demand
due
to
their
exceptional
reactivity
oxidative
transformations,
as
well
diverse
umpolung
functionalization
reactions.
Cyclic
hypervalent
compounds,
known
under
the
general
name
of
benziodoxoles,
possess
improved
thermal
stability
and
synthetic
versatility
comparison
with
acyclic
analogs.
Aryl-,
alkenyl-,
alkynylbenziodoxoles
have
recently
received
wide
applications
efficient
for
direct
arylation,
alkenylation,
alkynylation
mild
reaction
conditions,
including
transition
metal-free
conditions
photoredox
metal
catalysis.
Using
these
reagents,
a
plethora
valuable,
hard-to-reach,
structurally
complex
products
can
be
synthesized
by
convenient
procedures.
The
review
covers
main
aspects
chemistry
benziodoxole-based
aryl-,
alkynyl-,
alkenyl-
transfer
preparation
applications.
Chemistry - A European Journal,
Journal Year:
2022,
Volume and Issue:
28(61)
Published: Aug. 1, 2022
Abstract
Given
alkynyl
group
is
an
important
functional
unit,
a
variety
of
efficient
methods
have
been
developed
to
construct
alkynyl‐containing
compounds.
Among
them,
the
alkynylative
difunctionalization
alkenes
one
most
straightforward
and
strategies
for
preparing
these
compounds
so
has
made
great
progress
in
recent
years,
including
catalytic
asymmetric
manner.
However,
there
no
comprehensive
review
summarize
studies.
This
aimed
at
comprehensively
summarizing
alkenes,
which
presented
terms
alkynylation‐initiated
alkynylation‐terminated
difunctionalizations
alkenes.
We
hope
that
this
will
help
encourage
more
researchers
further
explore
field.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(9), P. 1409 - 1414
Published: March 1, 2023
A
novel
and
efficient
palladium-catalyzed
annulation
of
anilines
with
bromoalkynes
for
the
synthesis
2-phenylindoles
has
been
described.
This
approach
features
excellent
regio-
stereoselectivities
good
functional
group
tolerance.
Preliminary
mechanistic
studies
indicate
that
undergo
anti-nucleophilic
addition
to
generate
(Z)-N-(2-bromo-1-phenylvinyl)
anilines,
followed
by
sequential
C-H
functionalization
deliver
different
substituted
2-phenylindoles.
method
provides
potential
applications
construction
various
biologically
active
compounds.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(20), P. 2792 - 2795
Published: Jan. 1, 2024
A
palladium-catalysed
C2–H
alkynylation
of
benzophospholes
with
alkynyl
bromides
has
been
developed
to
afford
the
corresponding
phosphole-alkyne
conjugations
in
good
yields.
Chemical Society Reviews,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
This
review
provides
an
overview
of
the
research
advaces
in
Ni-,
Cu-,
Fe-
and
Co-catalyzed
directed
C(sp
3
)–H
bond
functionalization
reactions;
including
design
principles,
mechanistic
discussions,
along
with
potential
applications
limitations.
Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(74), P. 10262 - 10289
Published: Jan. 1, 2022
The
metal–carbon
bond
generated
through
C–H
activation
is
a
key
organometallic
intermediate,
which
could
be
further
functionalized
with
various
reacting
partners.
Among
the
coupling
partners
used
in
metal-catalysed
activation,
alkynes
occupy
prominent
position
on
account
of
their
varied
reactivity.
