Chemistry - An Asian Journal,
Год журнала:
2023,
Номер
18(24)
Опубликована: Ноя. 20, 2023
Abstract
A
novel
palladium‐catalyzed
three‐component
carbonylation
reaction
for
the
assembly
of
various
1,3‐substituted
maleimide
derivatives
from
haloalkynes
and
simple
anilines.
The
nucleophilic
addition
haloalkynes,
anilines
CO,
insertion
carbonyl
have
been
achieved
sequentially
in
this
reaction.
high
chemo‐
regioselectivities,
as
well
no
need
expensive
ligands
or
additives
further
illustrate
synthetic
value
approach.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(11), С. 1893 - 1900
Опубликована: Май 20, 2023
Abstract
Arylation
of
amino‐,
diamino‐
and
triaminophosphines
with
aryl(mesityl)iodonium
triflates
under
blue
light
irradiation
followed
by
oxidative
P−N
bond
cleavage
in
the
situ
generated
amino
phosphonium
salts
hydrolytic
conditions
represent
a
method
for
synthesis
substituted
arylphosphine
oxides,
arylphosphinic
arylphosphonic
amides
respectively.
The
proposed
approach
is
based
on
using
visible
as
only
promoter
C−P
formation,
accommodates
variety
functional
groups,
can
be
applied
to
late‐stage
C−H
functionalization
drug
molecules.
Organic Letters,
Год журнала:
2024,
Номер
26(12), С. 2354 - 2358
Опубликована: Март 15, 2024
We
herein
disclose
a
novel
palladium-catalyzed
1,2-alkynylarylation
of
vinyl
arenes
using
haloalkynes
and
arylboronic
acids
as
coupling
partners.
This
reaction
is
characterized
by
broad
substrate
scope,
controllable
sequence,
excellent
chemo-
regioselectivities.
Mechanistic
investigations
suggest
that
the
initiated
regioselective
insertion
into
alkynyl-Pd(II)
species,
silver
salt
crucial
for
this
transformation,
serving
both
Lewis
acid
halide
scavenger.
protocol
provides
efficient
access
to
new
carbon
skeletons,
which
are
embedded
in
key
biologically
active
motifs.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(26)
Опубликована: Янв. 31, 2024
Although
the
3
d
transition-metal
catalyzed
C-H
functionalization
have
been
extensively
employed
to
promote
formation
of
valuable
carbon-carbon
bonds,
persistent
problems,
including
use
sensitive
Grignard
reagents
and
rigorous
operations
(solvent-drying,
inert
gas
protection,
metal
pre-activation
RMgX
addition
rate
control),
still
leave
great
room
for
further
development
sustainable
methodologies.
Herein,
we
report
a
mechanochemical
technology
toward
in-situ
preparation
highly
organomagnesium
reagents,
thus
building
two
general
catalytic
platforms
that
enables
regioselective
arylation
alkylation
indoles
with
wide
variety
halides
(including
those
containing
post
transformable
functionalities
heteroaromatic
rings).
This
strategy
also
brings
unique
reactivity
high
step-economy
in
producing
functionalized
N-free
indole
products.
In
this
report,
we
present
the
synthesis
of
2-aryl
indoles
via
an
organo-photocatalytic
pathway
at
room
temperature.
The
catalysts
are
commercially
available
phenothiazine
and
phenoxazine,
which
upon
deprotonation
become
very
strong
reductants
cleave
a
C-Cl
bond
to
steer
radical
process
for
targeted
synthesis.
We
proved
that
deprotonated
phenoxazine
extremely
potent
reaching
excited-state
reducing
ability
up
-3.41
V
vs
saturated
calomel
electrode.
Photophysical
studies
revealed
their
great
light-absorbing
properties,
can
facilitate
functionalizing
indole
molecules
under
such
mild
reaction
condition.
Chemical Communications,
Год журнала:
2024,
Номер
60(21), С. 2950 - 2953
Опубликована: Янв. 1, 2024
A
convenient
and
straight-forward
entry
to
pyrrole[2,3-
b
]indoles
ureas
via
ligand-controlled
palladium-catalyzed
chemoselective
tandem
reaction
of
2-ethynylanilines
isocyanides
has
been
established.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(7), С. 4673 - 4683
Опубликована: Март 13, 2024
The
cascade
electrochemical
C3-selective
aerobic
oxygenation
of
2-substituted
indoles
and
[5
+
3]
annulation
with
amidines
through
an
undivided
cell
galvanostatic
method
employing
molecular
oxygen
"electricity"
as
green
oxidants
was
developed.
This
protocol
provides
efficient
direct
approach
to
eight-membered
benzo[1,3,5]triazocin-6(5H)-ones.
Mechanistic
studies
suggested
that
two
subsequent
processes
both
proceeded
radical
pathways.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 14, 2024
By
using
weakly
coordinating
amines,
we
developed
remote
C-H
alkynylation
with
precise
control
of
reactivity
and
regioselectivity,
enabling
modification
complex
drugs,
natural
products,
materials.
The
readily
transformable
alkyne-containing
amine
products
would
facilitate
expedient
delivery
molecular
libraries
functionalized
amines
medium
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(46)
Опубликована: Сен. 29, 2023
Abstract
Benzo‐fused
five‐membered
N/O/S
heterocyclic
compounds,
such
as
indole,
benzofuran,
and
benzothiophene,
possessing
a
single
heteroatom,
have
important
applications
in
medicinal
chemistry,
agrochemistry,
material
chemistry.
Metal‐catalysed
reactions
are
well‐established
synthetic
pathways
for
the
formation
of
C−X
bonds,
enabling
direct
synthesis
heterocycles.
This
approach
offers
advantages
over
traditional
methods,
fewer
steps,
increased
atom
economy,
low
catalyst
loading,
regioselectivity,
stereoselectivity.
Due
to
their
widespread
use
pharmaceutical
industry,
C−N,
C−O,
C−S
bonds
has
gained
significant
attention.
article
focusses
on
metal‐catalysed
corresponding
mechanistic
approaches
N/O/S‐heterocycles,
particularly
reviewing
progress
past
five
years
discussing
unexplored
future
opportunities.
Molbank,
Год журнала:
2024,
Номер
2024(1), С. M1773 - M1773
Опубликована: Фев. 7, 2024
This
communication
reports
a
four-step
protocol
to
produce
3-allyl-2-(allyloxy)-5-bromoaniline
5
from
commercially
available
2-allylphenol.
The
synthetic
steps
used
were
nitration,
selective
bromination,
allylation,
and
reduction
of
the
nitro
group.
