Organic Letters,
Год журнала:
2024,
Номер
26(42), С. 8975 - 8981
Опубликована: Авг. 29, 2024
1,3-Enynes
are
valuable
coupling
partners
in
transition-metal-catalyzed
C-H
functionalizations.
Certainly,
aliphatic-substituted
1,3-enynes
have
been
thoroughly
investigated
functionalizations,
whereas
aromatic-substituted
remain
underexplored.
Herein,
we
report
the
realization
of
this
goal,
where
achieve
an
atom-economical
protocol
for
synthesis
γ-spirolactams
via
Rh(III)-catalyzed
functionalization
Advanced Synthesis & Catalysis,
Год журнала:
2019,
Номер
361(19), С. 4549 - 4557
Опубликована: Авг. 6, 2019
Abstract
A
substrate‐controlled
synthesis
of
substituted
γ
‐lactams
and
furans
has
been
developed
via
a
formal
[3+2]
annulation
β
‐oxoamides
3‐alkyl/arylprop‐2‐ynyl
sulfonium
salts
in
the
presence
cesium
carbonate
chemoselective
manner.
This
novel
protocol
features
easily
available
starting
materials,
mild
reaction
conditions,
simple
execution,
good
to
excellent
yields
products.
magnified
image
Organic Letters,
Год журнала:
2020,
Номер
22(24), С. 9462 - 9467
Опубликована: Дек. 4, 2020
Through
the
development
of
ligands
and
reaction
conditions,
Rh(III)-catalyzed
selective
annulation
benzamides
with
internal
alkynes
has
been
achieved
to
formation
O-cyclized
isochromen-imines.
Various
substituents
are
well-tolerated
under
mild
conditions.
Density
functional
theory
calculations
indicate
that
silver
carbonate
could
act
as
a
Lewis
acid
assist
ligand
improve
chemical
selectivity
in
catalytic
system.
Chemical Communications,
Год журнала:
2023,
Номер
59(44), С. 6690 - 6693
Опубликована: Янв. 1, 2023
Rhodium-catalyzed
regio-
and
stereoselective
three-component
carboamidation
of
1,3-enynes
has
been
realized
using
indoles
dioxazolones
as
the
functionalizing
reagents.
A
wide
range
multi-substituted
skipped
1,4-dienes
have
constructed
in
good
yields
excellent
stereoselectivity.
The
stereoselectivity
is
under
substrate
control.
1,3-Enynes
bearing
a
relatively
bulky
alkyne
terminus
reacted
with
Z-selectivity.
In
contrast,
sterically
less
hindered
tends
to
predominantly
give
E-configured
diene.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(12), С. 2036 - 2042
Опубликована: Май 22, 2023
Abstract
Rh(III)‐catalyzed
cascade
oxidative
C−H
functionalization/
aza
‐annulation
of
indole
and
pyrrole
‐N
‐carboxamides
with
1,3‐enynes
involving
1,4‐rhodium
migration
is
disclosed.
This
[4+1]
annulation
protocol
provides
an
approach
for
the
synthesis
imidazo[1,5‐a]indol‐3(2
H
)‐ones
from
easily
accessible
substrates.
Moreover,
sulfonamides
are
also
found
to
be
well
compatible
in
this
method,
leading
corresponding
benzo[
d
]sultams.
The
efficacy
highlighted
by
handy
downstream
conversions
dienyl‐sultam.
Organic Letters,
Год журнала:
2024,
Номер
26(42), С. 8975 - 8981
Опубликована: Авг. 29, 2024
1,3-Enynes
are
valuable
coupling
partners
in
transition-metal-catalyzed
C-H
functionalizations.
Certainly,
aliphatic-substituted
1,3-enynes
have
been
thoroughly
investigated
functionalizations,
whereas
aromatic-substituted
remain
underexplored.
Herein,
we
report
the
realization
of
this
goal,
where
achieve
an
atom-economical
protocol
for
synthesis
γ-spirolactams
via
Rh(III)-catalyzed
functionalization
