The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(7), С. 4508 - 4523
Опубликована: Март 15, 2022
The
scope
of
chemoselective
β-hydride
elimination
in
the
context
arylation/alkenylation
homoenolates
from
cyclopropanol
precursors
using
organoboronic
reagents
as
transmetalation
coupling
partners
was
examined.
reaction
optimization
paradigm
revealed
a
simple
ligand-free
Pd(II)
catalytic
system
to
be
most
efficient
under
open
air
conditions.
preparative
scope,
which
investigated
with
48
examples,
supported
applicability
this
wide
range
substrates
tolerating
variety
functional
groups
while
delivering
β-substituted
enone
and
dienone
derivatives
62-95%
yields.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(5), С. 3049 - 3057
Опубликована: Фев. 9, 2024
Peroxygenated
compounds
have
wide
applications
in
various
fields,
including
chemistry,
pharmaceutical
medicine,
and
materials
science.
However,
there
is
still
a
need
for
more
efficient
environmentally
friendly
synthesis
methods
such
compounds.
Herein,
we
investigated
the
two-step,
one-pot,
regioselective
of
α/β-aromatic
peroxy
thiols.
We
explored
substrates
solvents
reaction
identified
optimal
conditions.
successfully
obtained
several
thiols
moderate
to
good
yields
via
selective
generation
effective
intermediates
iodoalkyl
peroxides
at
room
temperature
without
metal
catalysts.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Июнь 18, 2024
Abstract
The
regiospecific
C
α
−C
β
cleavage
of
allylic
alcohols
under
modified
aerobic
Mukaiyama
hydration
conditions
is
presented.
new
methodology
can
be
regarded
as
an
equivalent
a
two‐step
process,
typical
the
parent
alcohol
followed
by
1,2‐diol
cleavage.
A
broad
scope
substrates,
both
cyclic
and
acyclic,
are
applicable,
thus
introducing
substantial
structural
modification
to
core,
especially
former
type
substrates.
Mechanistic
investigation
reaction
reveals
importance
nearby
hydroxyl
group
for
deviation
from
pathway.
Beilstein Journal of Organic Chemistry,
Год журнала:
2024,
Номер
20, С. 2959 - 3006
Опубликована: Ноя. 18, 2024
Organic
peroxides
have
become
sought-after
functionalities,
particularly
following
the
multi-tone
consumption
in
polymer
production
and
success
medicinal
chemistry.
The
selective
introduction
of
a
peroxide
fragment
at
different
positions
on
target
molecule
is
priority
modern
reaction
design.
pioneering
Kharasch-Sosnovsky
peroxidation
became
basic
universal
platform
for
development
methods,
with
its
great
potential
rapid
generation
complexity
due
to
ability
couple
resulting
free
radicals
wide
range
partners.
This
review
discusses
recent
advances
radical
Kharasch-type
functionalization
organic
molecules
OOR
including
free-component
couplings.
discussion
has
been
structured
by
type
substrate
peroxidation:
C(sp
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(7), С. 4508 - 4523
Опубликована: Март 15, 2022
The
scope
of
chemoselective
β-hydride
elimination
in
the
context
arylation/alkenylation
homoenolates
from
cyclopropanol
precursors
using
organoboronic
reagents
as
transmetalation
coupling
partners
was
examined.
reaction
optimization
paradigm
revealed
a
simple
ligand-free
Pd(II)
catalytic
system
to
be
most
efficient
under
open
air
conditions.
preparative
scope,
which
investigated
with
48
examples,
supported
applicability
this
wide
range
substrates
tolerating
variety
functional
groups
while
delivering
β-substituted
enone
and
dienone
derivatives
62-95%
yields.
