Angewandte Chemie International Edition,
Год журнала:
2018,
Номер
57(10), С. 2716 - 2720
Опубликована: Янв. 22, 2018
Abstract
A
palladium‐catalyzed
oxygenative
cross‐coupling
of
ynamides
and
benzyl
bromides
has
been
developed.
After
subsequent
hydrogenation,
α,α‐disubstituted
amide
derivatives
were
obtained
in
good
yields.
Migratory
insertion
α‐oxo
palladium
carbene
species,
generated
by
intermolecular
oxidation,
is
proposed
as
the
key
step
this
reaction.
The
study
demonstrates
potential
to
serve
precursors
C−C
bond‐forming
reactions.
Organic Letters,
Год журнала:
2022,
Номер
24(6), С. 1280 - 1285
Опубликована: Фев. 7, 2022
Synthesis
of
spiro[benzo[d][1,3]oxazine-4,4'-isoquinoline]s
through
a
unique
[4+1+1]
annulation
N-aryl
amidines
with
diazo
homophthalimides
and
O2
is
presented.
This
unprecedented
spirocyclization
reaction
features
readily
obtainable
substrates,
structurally
pharmaceutically
attractive
products,
cost-free
clean
oxygen
source,
sustainable
medium,
tolerance
broad
spectrum
functional
groups,
an
interesting
mechanism
based
on
sequential
C(sp2)-H/C(sp3)-H
bond
cleavage
insertion.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(15), С. 8417 - 8429
Опубликована: Март 23, 2023
Mechanistic
understanding
of
asymmetric
induction
plays
a
crucial
role
in
designing
new
catalytic
reactions.
Reported
herein
is
atroposelective
access
to
C-N
axially
chiral
isoquinolones
via
rhodium-catalyzed
C-H
activation
N-alkoxy
benzamides
and
annulation
with
imidoyl
sulfoxonium
ylides.
The
coupling
system
proceeded
excellent
functional
group
tolerance,
different
conditions
were
identified
afford
one
or
the
other
enantiomeric
product
each
enantioselectivity
for
representative
class
ylide
reagent,
thus
making
both
enantiomers
readily
available
using
same
catalyst.
Experimental
computational
studies
revealed
pathway
alkylation
enantio-determining
formal
nucleophilic
substitution-C-N
cyclization
that
mediated
by
rhodium
catalyst
σ-bond
metathesis
as
mechanism.
Computational
indicated
solvent-dependent
enatiodivergence
originated
from
levels
neutral
versus
cationic
species.
Organic Letters,
Год журнала:
2017,
Номер
19(22), С. 6184 - 6187
Опубликована: Ноя. 7, 2017
A
Rh(III)-catalyzed
site-selective
C–H
activation
of
C(3)-functionalized
indoles
in
a
coupling
with
diazo
esters
has
been
realized
carbonyl
as
weakly
coordinating
group.
The
selectivity
is
dictated
by
the
temperature
and
additives,
affording
either
C4-alkylated
or
C2-annulated
lactones
moderate
to
excellent
efficiency.
Chemical Communications,
Год журнала:
2018,
Номер
54(73), С. 10240 - 10243
Опубликована: Янв. 1, 2018
Herein,
we
report
an
efficient
and
practical
strategy
for
the
synthesis
of
five
types
imidazo[2,1-a]isoquinolines
via
Cp*RhIII-catalyzed
[4+2]
annulation
2-arylimidazoles
α-diazoketoesters,
whose
structural
substituted
diversity
at
5-
or
6-position
can
be
precisely
controlled
by
α-diazoketoester
coupling
partners.
Organic Letters,
Год журнала:
2017,
Номер
19(19), С. 5434 - 5437
Опубликована: Сен. 21, 2017
Diazo
compounds
as
coupling
partners
are
efficiently
applied
to
Ir(III)-catalyzed
direct
C–H
functionalization
of
arylphosphine
oxides.
Involving
activation,
carbene
insertion,
and
tautomerism,
this
reaction
proceeds
under
mild
conditions,
thus
proving
an
approach
the
synthesis
MOP-type
ligand
precursor
in
a
single
step.
The
utility
transformation
has
been
further
demonstrated
well
construction
phosphole
framework.
Asian Journal of Organic Chemistry,
Год журнала:
2018,
Номер
7(8), С. 1467 - 1487
Опубликована: Июнь 11, 2018
Abstract
Indoles
are
important
structural
motifs
that
commonly
found
in
a
diverse
array
of
natural
products,
pharmaceuticals,
and
other
functional
molecules.
Consequently,
the
development
new,
more
efficient
synthetic
methods
for
construction
substituted
indoles
continues
to
be
great
importance
considerable
interest.
Over
past
few
decades,
metal‐catalyzed
C−C/C−N
bond‐forming
reactions
have
emerged
as
powerful
strategy
heterocyclic
synthesis.
In
this
review,
we
provided
brief
overview
recent
advances
synthesis
through
pyrrole
nucleus
indoles,
involving
formation
multiple
bonds.
Catalysts,
Год журнала:
2018,
Номер
8(10), С. 458 - 458
Опубликована: Окт. 16, 2018
Indole
is
the
most
frequently
found
heterocyclic
core
structures
in
pharmaceuticals,
natural
products,
agrochemicals,
dyes
and
fragrances.
For
about
150
years,
chemists
were
absorbed
finding
new
easier
synthetic
strategies
to
build
this
nucleus.
Many
books
reviews
have
been
written,
but
number
of
syntheses
that
appear
literature,
make
necessary
continuous
updates.
This
aims
give
a
comprehensive
overview
on
indole
synthesis
catalyzed
by
transition
metals
appeared
literature
years
2016
2017.
Chemistry - A European Journal,
Год журнала:
2018,
Номер
24(61), С. 16218 - 16245
Опубликована: Апрель 24, 2018
Abstract
Efficient
construction
of
quaternary
carbon
centers
represents
one
the
most
challenging
goals
in
organic
synthesis,
and
it
has
drawn
tremendous
research
interest
from
chemist
community.
The
past
decade
witnessed
a
significant
advancement
direct
C−H
functionalization,
which
delivers
various
synthetic
tools
for
assembling
structurally
diversified
architectures
with
advantage
step‐
atom‐economy,
operational
simplicity,
readily
available
substrates.
In
this
Minireview,
methods
based
on
transition‐metal‐catalyzed
functionalization
as
efficient
are
summarized.
Organic Letters,
Год журнала:
2021,
Номер
23(3), С. 727 - 733
Опубликована: Янв. 8, 2021
Herein,
we
report
the
additive-controlled
divergent
synthesis
of
tetrasubstituted
1,3-enynes
and
alkynylated
3H-pyrrolo[1,2-a]indol-3-ones
through
rhodium-catalyzed
C-H
alkenylation/DG
migration
[3+2]
annulation,
respectively.
This
protocol
features
rare
directing
group
in
1,3-diyne-involved
activation,
excellent
regio-
stereoselectivity,
monofunctionalization
over
difunctionalization,
broad
substrate
scope,
moderate
to
high
yields,
good
functional
compatibility,
mild
redox-neutral
conditions.
