Organic Letters,
Год журнала:
2024,
Номер
26(51), С. 11105 - 11110
Опубликована: Дек. 16, 2024
1,3-Dienes
are
versatile
raw
materials
for
building
molecular
complexity.
We
report
herein
mild
conditions
the
regio-
and
stereoselective
[only
(E)
isomer
obtained]
1,4-carboalkoxylation
of
1,3-dienes.
This
electrochemical
multicomponent
reaction
provides
an
eco-efficient
straightforward
access
to
a
diverse
range
(E)-polyfunctionalized
allyl
ether
products,
without
requiring
any
metal
catalyst.
Organic Letters,
Год журнала:
2024,
Номер
26(22), С. 4779 - 4783
Опубликована: Май 29, 2024
A
new
strategy
to
obtain
β,γ-unsaturated
ketones
via
the
cross-coupling
of
1,3-butadiene,
alkyl
bromides,
and
arylboronic
acids
under
1
bar
CO
with
nickel
as
catalyst
has
been
developed.
This
newly
developed
four-component
carbonylation
procedure
features
advantages
including
using
a
cheap
catalytic
system,
high
step
economy,
mild
reaction
conditions,
excellent
1,4-regioselectivity,
thereby
providing
sustainable
alternative
tool
for
production
compared
present
tactics.
To
elucidate
application
potential
this
method,
olefin
synthons
are
derived
from
representative
coupling
product.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(16), С. 4602 - 4623
Опубликована: Янв. 1, 2024
This
review
summarizes
recent
developments
in
nickel-catalyzed
transformations
of
alkenes
via
nickelacycles,
highlighting
the
advantages
and
challenges
this
innovative
strategy.
Organic Letters,
Год журнала:
2024,
Номер
26(36), С. 7601 - 7606
Опубликована: Сен. 4, 2024
Dithiane
chemistry
is
increasingly
advantageous
in
the
development
of
novel
anion
relay
(ARC)
modes
that
harness
their
umpolung
properties
to
address
new
chemical
challenges.
Herein,
we
report
use
an
ARC
strategy
promote
regioselective
carbonyl
alkyne
metathesis
(CAM)
various
compounds
with
alkynyl
1,3-dithianes.
Notably,
this
transformation
provides
a
platform
for
obtaining
stereodefined
polysubstituted
1,3-dienes.
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
Selenium-based
catalysts
have
recently
been
utilized
to
facilitate
a
variety
of
new
organic
transformations,
owing
their
intrinsic
advantages,
including
low
cost,
toxicity,
stability
in
both
air
and
water,
strong
compatibility
with
diverse
functional
groups.
The
difunctionalization
alkenes-the
process
incorporating
two
groups
onto
carbon-carbon
double
bond-has
garnered
particular
interest
within
the
chemical
community
its
significant
applications
synthesis.
Recently,
organoselenium-catalyzed
alkenes
has
emerged
as
an
ideal
powerful
route
obtain
high-value
vicinal
difunctionalized
molecules.
This
review
emphasizes
recent
advancements
this
rapidly
evolving
field,
focusing
on
scope,
limitations,
mechanisms
various
reactions.
A
three-component
coupling
strategy
for
1,4-dicarbofunctionalization
of
1,3-butadiene
with
C–H
bearing
substrates
has
been
developed
using
photoinduced
Pd
catalysis,
aryl
bromide
serving
as
the
hydrogen
atom
transfer
(HAT)
reagent.
This
photocatalytic
process
achieves
functionalized
oxindole
motifs
in
good
yield
and
regioselectivity
under
mild
reaction
conditions.
The
versatility
synthetic
utility
this
method
are
demonstrated
through
addition
a
variety
C–H-bearing
partners
various
to
both
substituted
unsubstituted
butadiene.
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 27, 2025
A
dearomative
strategy
to
regioselectively
modify
arenes
using
a
"diene"
synthon
within
aromatic
rings
provides
access
highly
functionalized
heterocycles
from
abundant
feedstocks
and
represents
an
alternative
synthetic
approach
besides
traditional
cross-coupling
C-H
functionalization
methodologies.
In
this
study,
we
present
efficient
method
for
selectively
introducing
boron
onto
quinolines
through
hydroboration
easily
accessible
stable
phosphine-ligated
borane
complexes.
The
vicinal
5,6-
conjugate
5,8-hydroborated
products
could
be
obtained
by
modifying
the
phosphine
ligand.
Drawing
inspiration
diverse
organoboron
transformations,
these
building
blocks
were
diversified
range
of
downstream
functionalizations,
providing
modular
pathways
skeletal
modifications
variety
challenging
heterocycles.
Herein,
(E,E)-1,5-diamino-1,3-dienes
are
stereoselectively
synthesized
from
substituted
aryl
derivatives
via
a
rhodium(II)-catalyzed
C(sp3)-H
functionalization
involving
cascade
of
cyclopropane
ring
expansion,
cyclobutene
formation,
to
1,3-diene
conversion,
and
regioselective
diamination.
Mechanistic
studies
show
this
one-pot
process
proceeds
through
hydrogen
atom
transfer
(HAT),
radical-polar
crossover
(RPC),
elimination,
electrocyclic
ring-opening,
radical
addition,
underscoring
rhodium(II)'s
role
in
radical-mediated
catalysis
beyond
traditional
rhodium(II)
nitrenoid
chemistry.
