The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(12), С. 8632 - 8640
Опубликована: Июнь 6, 2024
Herein,
we
disclosed
a
highly
efficient
pathway
toward
3-selenylated
chromone
derivatives
via
electrocatalytic
cascade
selenylation/cyclization/deamination
of
2-hydroxyaryl
enaminones
with
diselenides.
This
method
showed
mild
conditions,
easy
operation,
wide
substrate
scope,
and
good
functional
group
tolerance.
Furthermore,
this
electrosynthesis
strategy
was
amendable
to
scale-up
the
reaction.
Additionally,
preliminary
experiments
revealed
that
reaction
probably
proceeded
cation
instead
radical
pathway.
Chemical Society Reviews,
Год журнала:
2023,
Номер
52(18), С. 6359 - 6378
Опубликована: Янв. 1, 2023
This
review
discusses
the
important
role
of
silver(
i
)
salts
as
additives
in
transition-metal
catalyzed
C–H
activation,
and
depicts
discussion
about
current
shift
towards
Ag-free
procedures,
plausible
sustainable
alternatives.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
unknown
Опубликована: Ноя. 2, 2023
The
transition
metal-catalyzed
enantioselective
C-H
functionalization
strategy
has
revolutionized
the
logic
of
natural
product
synthesis.
However,
previous
applications
have
heavily
relied
on
use
noble
metal
catalysts
such
as
rhodium
and
palladium.
Herein,
we
report
efficient
synthesis
C1-chiral
1,2-dihydroisoquinolines
(DHIQs)
via
C-H/N-H
annulation
picolinamides
with
alkynes
catalyzed
by
a
more
sustainable
cheaper
3d
catalyst,
cobalt(II)
acetate
tetrahydrate.
A
wide
range
enantiomerically
enriched
DHIQs
were
obtained
in
good
yields
excellent
enantioselectivities
(up
to
98%
yield
>99%
ee).
robustness
synthetic
potential
this
method
demonstrated
modular
asymmetric
syntheses
several
tetrahydroisoquinoline
alkaloids,
including
(S)-norlaudanosine,
(S)-laudanosine,
(S)-xylopinine,
(S)-sebiferine,
(S)-cryptostyline
II,
key
intermediates
(+)-solifenacin,
FR115427,
(+)-NPS
R-568.
Organic Letters,
Год журнала:
2023,
Номер
25(34), С. 6240 - 6245
Опубликована: Авг. 18, 2023
Herein,
the
atroposelective
construction
of
isoquinolinones
bearing
a
C-N
chiral
axis
has
been
successfully
developed
via
Co-catalyzed
C-H
bond
activation
and
annulation
process.
This
conversion
can
be
effectively
carried
out
in
an
environmentally
friendly
oxygen
atmosphere
to
generate
target
axially
frameworks
with
excellent
reactivities
enantioselectivities
(up
>99%
ee)
absence
any
additives.
Additionally,
current
protocol
proved
alternative
approach
for
axial
architectures
fabrication
under
electrochemical
conditions
cobalt/Salox
catalysis,
this
strategy
allowed
efficient
atom-economical
synthesis
various
mild
reaction
conditions.
ACS Catalysis,
Год журнала:
2024,
Номер
14(11), С. 8160 - 8167
Опубликована: Май 10, 2024
Rhodium(III)-catalyzed
enantioselective
C–H
activation
has
emerged
as
a
powerful
tool
for
assembling
enabling
chiral
molecules.
However,
this
approach
is
significantly
hampered
by
the
cumbersome
synthetic
routes
preparing
rhodium
catalysts.
In
sharp
contrast,
we
herein
report
on
an
electrochemical
domino
catalysis
system
that
exploits
achiral
Cp*-rhodium
catalyst
along
with
easily
accessible
Brønsted
base
activation/annulation
reaction
of
alkenes
benzoic
acids.
Our
strategy
offers
environmentally
benign
and
most
user-friendly
synthetically
useful
phthalides
in
good
enantioselectivity,
employing
electricity
sustainable
oxidant.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(12), С. 8632 - 8640
Опубликована: Июнь 6, 2024
Herein,
we
disclosed
a
highly
efficient
pathway
toward
3-selenylated
chromone
derivatives
via
electrocatalytic
cascade
selenylation/cyclization/deamination
of
2-hydroxyaryl
enaminones
with
diselenides.
This
method
showed
mild
conditions,
easy
operation,
wide
substrate
scope,
and
good
functional
group
tolerance.
Furthermore,
this
electrosynthesis
strategy
was
amendable
to
scale-up
the
reaction.
Additionally,
preliminary
experiments
revealed
that
reaction
probably
proceeded
cation
instead
radical
pathway.
