Angewandte Chemie,
Год журнала:
2022,
Номер
134(52)
Опубликована: Окт. 28, 2022
Abstract
Trivalent
group‐9
metal
catalysts
with
a
cyclopentadienyl‐type
ligand
(CpM
III
;
M=Co,
Rh,
Ir,
Cp=cyclopentadienyl)
have
been
widely
used
for
directed
C−H
functionalizations,
albeit
that
their
application
to
challenging
C(sp
3
)−H
functionalizations
suffers
from
the
limitations
of
available
directing
groups.
In
this
report,
we
describe
amidation
reactions
simple
amide
substrates
variety
substituents.
The
combination
an
electron‐deficient
Cp
E
Rh
catalyst
(Cp
=1,3‐bis(ethoxycarbonyl)‐substituted
Cp)
and
2‐pyridone
is
essential
high
reactivity.
Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
61(52)
Опубликована: Окт. 28, 2022
Trivalent
group-9
metal
catalysts
with
a
cyclopentadienyl-type
ligand
(CpMIII
;
M=Co,
Rh,
Ir,
Cp=cyclopentadienyl)
have
been
widely
used
for
directed
C-H
functionalizations,
albeit
that
their
application
to
challenging
C(sp3
)-H
functionalizations
suffers
from
the
limitations
of
available
directing
groups.
In
this
report,
we
describe
amidation
reactions
simple
amide
substrates
variety
substituents.
The
combination
an
electron-deficient
CpE
Rh
catalyst
(CpE
=1,3-bis(ethoxycarbonyl)-substituted
Cp)
and
2-pyridone
is
essential
high
reactivity.
Organic Letters,
Год журнала:
2023,
Номер
25(27), С. 4968 - 4973
Опубликована: Июль 3, 2023
Herein
we
report
a
strategy
concerning
Rh(III)-catalyzed
direct
ortho-C–H
bond
carbonylation
to
construct
benzoxazinones
from
anilines
and
their
derivatives
with
high
atom
economy.
Interestingly,
the
corresponding
amides
were
generated
in
situ
when
excess
Ac2O
was
added
directed
following
C–H
form
benzoxazinones.
Extensive
functional
group
tolerance
can
be
achieved
alkyl
amide
directing
groups
installed.
Moreover,
this
method
allows
convenient
derivatization
of
some
drugs
aryl
amine
show
its
potential
application.
Chemistry - An Asian Journal,
Год журнала:
2023,
Номер
18(21)
Опубликована: Сен. 15, 2023
A
palladium-catalyzed
denitrogenative
transannulation
strategy
to
access
various
3-substituted
isocoumarin-1-imine
frameworks
using
1,2,3-benzotriazin-4(3H)-ones
and
terminal
alkynes
is
described.
The
reaction
highly
regioselective
tolerates
a
wide
range
of
functional
groups.
believed
proceed
via
five-membered
palladacycle
intermediate
extruding
environmentally
benign
molecular
nitrogen
as
by-product.
utility
this
method
was
showcased
through
the
one-pot
synthesis
biologically
relevant
isocoumarin
scaffolds.
Abstract
Isoquinolones
and
isoquinolines
are
crucial
natural
synthetic
heterocyclic
compounds
exhibiting
a
range
of
biological
activities.
A
less
explored
strategy
for
the
recyclization
isocoumarins
to
isoquinolones
involves
transformation
1
H
‐isochromen‐1‐ones
with
carbonyl
group
at
position
3
using
primary
amines.
This
study
presents
straightforward
one‐pot
protocol
3‐acetyl‐
3‐benzoylisocoumarins
into
their
corresponding
isoquinolone
derivatives
structurally
diverse
provides
versatile
scalable
routes
accessing
variety
2‐R‐isoquinolin‐1(2
)‐ones.
Interestingly,
acyl
also
reacted
hydroxyl
2‐aminoethanol,
leading
simultaneous
formation
3,4‐dihydro[1,4]oxazino[4,3‐
b
]isoquinolin‐6(1
)‐ones
alongside
lactone
recyclization.
Moreover,
process
was
accompanied
by
more
complex
alternative
cyclizations,
including
an
oxidative‐reductive
stage.
For
instance,
benzylamine
resulted
in
isochromeno[3,4‐
c
]pyrroles,
whereas
glycine
derivatives,
1,2‐dihydro‐6
‐pyrazino[1,2‐
]isoquinolin‐3,6(4
)‐diones
were
obtained.
