Green Synthesis and Catalysis,
Год журнала:
2023,
Номер
unknown
Опубликована: Сен. 1, 2023
An
efficient
synthesis
of
indazole
fused
phenanthridinones
via
Rh(III)-catalyzed
inert
C(sp2)-H
activation/[4
+
2]
annulation
3-aryl-1H-indazoles
with
iodonium
ylides
has
been
developed,
providing
a
strategy
to
access
multi-conjugated
π-system
tetracyclic
and
pentacyclic
aza-heterocyclics
the
favorable
photoluminescence
properties.
This
"one-pot"
reaction
features
high
efficiency,
excellent
regioselectivity,
broad
substrate
compatibility
could
be
easily
scaled
up.
Furthermore,
obtained
products
exhibited
low
toxicity
in
MDCK
cells
as
well
selectively
labeled
zebrafish
larvae,
which
indicated
that
titled
potentially
utilized
biofluorescent
probes
or
fluorescent
dyes.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(11), С. 1817 - 1823
Опубликована: Фев. 7, 2023
Abstract
We
described
an
Rhodium(III)‐catalyzed
divergent
C−H
bond
functionalization
of
N
‐aryl
amidines
with
iodonium
ylides.
Carbazolones
and
zwitterionic
salts
were
diversely
constructed
through
intermolecular
annulation
intramolecular
proton
transfer
under
the
different
reaction
conditions.
This
protocol
is
operationally
simple
tolerates
a
variety
functional
groups.
The
efficient
post‐modification
pharmaceutical
molecules
demonstrates
its
practicability.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(13), С. 8619 - 8627
Опубликована: Май 31, 2023
By
using
readily
available
enaminones,
aryl
hydrazine
hydrochlorides,
and
alkynes
as
starting
materials,
the
chemo-selective
three-component
synthesis
of
atropisomeric
N-(o-alkenylaryl)
pyrazoles
has
been
efficiently
accessed
with
rhodium
catalysis.
Unlike
Satoh-Miura
reaction
leading
to
alkyne-based
C-H
benzannulation
by
prior
prepared
N-phenyl
substrates,
this
protocol
displays
unprecedented
selectivity
alkenylation
blocking
second
round
metal
key
protonation
step
in
presence
acids.
Organic Letters,
Год журнала:
2022,
Номер
24(14), С. 2613 - 2618
Опубликована: Апрель 4, 2022
A
rhodium-catalyzed
cyclization
of
azobenzenes
and
vinylene
carbonate
via
C-H
bond
activation
to
construct
indazolo[2,3-a]quinolines
has
been
developed.
This
protocol
offers
an
efficient
method
for
synthesis
the
titled
products
in
good
yields
with
broad
functional
group
tolerance.
In
this
reaction,
three
C-C
bonds
C-N
are
formed
one
pot,
(VC)
acts
as
C1
C2
synthons
well
"vinylene
transfer"
agent
acylation
reagent
construction
target-fused
heterocycles.
Moreover,
exhibit
favorable
fluorescence
properties,
which
indicate
their
potential
application
fluorescent
materials
biosensors.
Organic Letters,
Год журнала:
2023,
Номер
25(15), С. 2582 - 2587
Опубликована: Апрель 10, 2023
Transition
metal-controlled
divergent
annulation
reactions
of
azomethine
imines
with
iodonium
ylides
via
C-centered
[1,2]-rearrangement
have
been
developed.
The
imino
group,
as
a
switchable
and
transient
directing
group
(DG),
underwent
intramolecular
nucleophilic
addition
in
situ
generated
bicyclic
diaziridine,
which
facilitated
the
subsequent
annulations
presence
different
metal
complexes
catalysts.
benzo[c]chromen-1-one
pyrano[de]isochromene
scaffolds
could
be
independently
constructed
Rh(III)
Ru(II),
respectively.
It
was
worth
noting
that
employed
first
DG
through
rearrangement
progress.
Organic Letters,
Год журнала:
2021,
Номер
23(17), С. 6628 - 6632
Опубликована: Авг. 16, 2021
A
highly
regioselective
synthesis
of
1-aminoisoquinolines
has
been
explored
via
rhodium(III)-catalyzed
C–H
bond
activation/annulation
reactions
propargyl
alcohols
with
N-arylbenzamidines.
The
imidamide
was
used
as
the
directing
group
and
nitrogen
source
heterocycle
for
regulating
migratory
insertion
alcohol
through
a
hydrogen
bond.
In
this
transformation,
specific
isomer
obtained
that
would
provide
new
strategy
biological
activity.
Organic Letters,
Год журнала:
2022,
Номер
24(41), С. 7502 - 7506
Опубликована: Окт. 11, 2022
A
highly
regioselective
synthesis
of
spiro[benzofuran-2,2'-furan]-3-ones
has
been
explored
via
Lewis
acid-catalyzed
[3
+
2]
cyclization
iodonium
ylides
with
azadienes.
The
acidity
the
acid
was
significantly
strengthened
strong
hydrogen
bond
donors,
thereby
promoting
enolization
isomerization
for
subsequent
cycloaddition.
This
reaction
compatible
a
broad
range
substrates
under
mild
conditions,
and
efficiently
delivered
spiro-heterocycles
excellent
stereoselectivity.
