European Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
2022(44)
Published: Oct. 17, 2022
Abstract
The
palladium/norbornene
co‐catalyzed
difunctionalization
of
haloarenes
provides
a
facile
and
efficient
method
for
the
synthesis
polyfunctional
aromatic
compounds.
However,
suitable
substrates
such
transformation
have
been
strictly
limited
to
haloarenes.
We
here
demonstrate
that
aryl
diazonium
salts
could
be
well
employed
as
in
these
reactions,
enabling
arylbromides
with
electron‐withdrawing
groups
used
cross‐coupling
partners.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(6), P. 1220 - 1268
Published: Jan. 22, 2024
Abstract
Elaborated
molecular
architectures,
specifically
those
bearing
one
or
more
carbon
stereocenters,
stand
as
an
important
class
of
carbocyclic
and
heterocyclic
frameworks
because
they
are
frequently
occurring
core
structures
in
numerous
natural
products
biologically
active
pharmaceutical
molecules.
Over
the
past
few
decades,
development
versatile
synthetic
approaches
via
cascade
cyclization
reactions
1,6‐enynes
for
construction
a
series
fused
spiro
compounds
has
been
focus
great
deal
research
initiatives.
These
synthesis
strategies
peculiarly
fascinating
context
assembly
wide
array
molecules,
products,
agrochemicals,
functional
materials.
In
this
review,
recent
developments
transformations
with
diverse
coupling
reagents
summarized
since
2018,
which
could
be
divided
into
five
categories:
1)
Introduction;
2)
Transition
metal
catalyzed
1,6‐enynes;
3)
Metal‐free
4)
Visible‐light‐induced
5)
Electrocatalytic
1,6‐enynes.
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: Jan. 2, 2024
Abstract
Regioselective
arene
C−H
bond
alkylation
is
a
powerful
tool
in
synthetic
chemistry,
yet
subject
to
many
challenges.
Herein,
we
report
the
meta
-C−H
of
aromatics
bearing
N
-directing
groups
using
(hetero)aromatic
epoxides
as
alkylating
agents.
This
method
results
complete
regioselectivity
on
both
well
epoxide
coupling
partners,
cleaving
exclusively
benzylic
C−O
bond.
Oxetanes,
which
are
normally
unreactive,
also
participate
reagents
under
reaction
conditions.
Our
mechanistic
studies
reveal
an
unexpected
reversible
ring
opening
process
undergoing
catalyst-controlled
regioselection,
key
for
observed
high
regioselectivities.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(19), P. 2823 - 2826
Published: Jan. 1, 2023
The
Rh(III)-catalyzed
C8-allylation
of
quinoline
N-oxides
has
been
accomplished
using
vinylcyclopropanes
as
an
allyl
source
with
excellent
diastereoselectivity
at
room
temperature.
C-H/C-C
activation,
substrate
scope
and
natural
product
mutation
are
the
important
practical
features.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(34), P. 13800 - 13806
Published: Jan. 1, 2024
Metathesis
reactions
have
been
established
as
a
powerful
tool
in
organic
synthesis.
While
great
advances
were
achieved
double-bond
metathesis,
like
olefin
metathesis
and
carbonyl
single-bond
has
received
less
attention
the
past
decade.
Herein,
we
describe
first
C(sp
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(32), P. 6000 - 6005
Published: Aug. 10, 2022
A
Rh-catalyzed
weak
chelation-guided
C4-alkylation
of
indoles
has
been
accomplished
using
cyclopropanols
as
an
alkylating
agent
via
the
cascade
C–H
and
C–C
bond
activation.
The
substrate
scope,
functional
group
tolerance,
late-stage
mutation
drug
molecules
are
important
practical
features.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(49), P. 9043 - 9048
Published: Dec. 5, 2022
Herein,
we
disclose
a
catalyst-controlled
chemodivergent
approach
to
access
C2-substituted
indoles
and
diverse
aniline
derivatives
with
good
chemo-
stereoselectivity
by
employing
vinylcyclopropanes
(VCPs)
as
coupling
partners
via
tandem
C-H/C-C
activation/annulation
strategy.
The
key
feature
of
this
work
is
the
divergent
reactivity
profile
showcased
VCPs,
going
beyond
allylation
under
high-valent
Rh-/MPAA
catalyst
system.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(18), P. 3722 - 3726
Published: April 28, 2024
A
Pd(II)-catalyzed
tandem
reaction
of
aliphatic
amides
with
vinylcyclopropanes
(VCPs)
was
accomplished
by
merging
C(sp3)–H
and
C–C
activation.
The
VCP
revealed
alkenylation/cyclization,
followed
ring
opening
via
cleavage,
delivering
vinyl
γ-lactams
(E)-selectivity.
role
ligands,
site-selectivity,
functional
group
diversity,
mechanistic
insight,
synthetic
utilities
are
important
practical
features.
ChemCatChem,
Journal Year:
2024,
Volume and Issue:
16(14)
Published: Feb. 29, 2024
Abstract
The
alkylation
of
arenes
is
one
the
most
fundamental
transformations
in
synthetic
chemistry
and
transition‐metal‐catalyzed
direct
C−H
represents
a
straightforward
attractive
approach
from
both
atom
step‐economy
perspectives.
Epoxides,
smallest
three‐membered
saturated
O‐heterocycles
that
can
be
easily
prepared
racemic
or
enantioenriched
forms,
are
highly
useful
building
blocks
for
synthesis
complex
organic
molecules.
Owing
to
their
inherent
high
ring‐strain,
epoxides
readily
undergo
ring‐opening
reactions
have
been
used
as
alkylating
reagents
catalyzed
by
transition
metals.
This
review
summarizes
recent
advances
utilizing
well
applications
synthesis.
