Organic Letters,
Год журнала:
2019,
Номер
21(13), С. 5363 - 5367
Опубликована: Июнь 26, 2019
Pyridones
are
important
heteroaromatic
scaffolds
found
in
natural
products
and
pharmaceuticals
are,
therefore,
of
major
interest
organic
synthetic
chemistry.
Here
we
report
the
first
C–H
pyridonation
unactivated
(hetero-)arenes,
providing
a
methodology
to
directly
access
N-aryl-2-
4-pyridones.
Generation
pyridinium
radical
cations
through
single-electron
reduction
allows
for
synthesis
pyridones
on
structurally
complex
molecules.
Organic & Biomolecular Chemistry,
Год журнала:
2018,
Номер
17(5), С. 1007 - 1026
Опубликована: Дек. 17, 2018
C-H
bonds
are
ubiquitous
in
organic
molecules
and
typically
these
chemically
indistinct
from
each
other
it
would
be
highly
advantageous
for
a
synthetic
chemist
to
have
the
ability
choose
which
bond
is
functionalized
given
molecule.
A
controlled
positional-selective
functionalization
still
prominent
goal
this
area.
With
recent
developments
transition
metal-catalyzed
regiodivergent
functionalizations,
switch
regioselectivity
between
two
reactive
sites
within
substrate
possible
under
catalytic
control,
has
profoundly
impacted
strategies.
Switching
site-selectivity
same
or
similar
precursors
represents
great
opportunity
challenge
altering
one
site
by
changing
choice
of
system
having
different
mechanistic
approach.
This
review
discusses
potential
most
common
approaches
employed
tweaking
systems
alter
positional-selectivity
activation.
Chemical Science,
Год журнала:
2019,
Номер
10(43), С. 10089 - 10096
Опубликована: Янв. 1, 2019
A
versatile
Rh(i)-catalyzed
C6-selective
decarbonylative
C–H
alkenylation
of
2-pyridones
with
readily
available
alkenyl
carboxylic
acids
has
been
developed.
ACS Catalysis,
Год журнала:
2018,
Номер
8(10), С. 9320 - 9326
Опубликована: Авг. 27, 2018
An
iridium-catalyzed,
highly
efficient,
and
site-selective
deoxygenation
of
primary,
secondary,
tertiary
alcohols
has
been
realized,
under
the
assistance
a
4-(N-substituted
amino)aryl
directing
group.
Only
hydroxyl
adjacent
to
group
can
be
deoxygenated.
The
is
performed
in
water,
with
formic
acid
as
both
promoter
hydride
donor.
Excellent
yields
functionality
tolerance,
well
high
efficiency
(S/C
up
1
000
000,
TOF
445
h–1),
are
obtained.
kinetic
isotope
effect
studies
show
that
formation
rate-determining
step,
follows
an
SN1-type
pathway.
protocol
demonstrated
useful
structural
modification
naturally
occurring
ketones
steroids.
Angewandte Chemie International Edition,
Год журнала:
2019,
Номер
58(48), С. 17130 - 17147
Опубликована: Янв. 22, 2019
Abstract
Cooperativity
has
become
a
mainstay
in
the
context
of
multicatalytic
reaction
design.
The
combination
two
or
more
catalysts
that
possess
mechanistically
distinct
activation
principles
within
single
chemical
setting
can
enable
bond
constructions
would
be
impossible
for
any
alone.
An
emerging
subdomain
field
multicatalysis
is
characterized
by
single‐electron
transfer
processes
are
sustained
synergistic
merger
sulfur
selenium
organocatalysis
with
photoredox
catalysis.
From
synthetic
viewpoint,
such
have
tremendous
value,
as
they
offer
new
and
economic
pathways
concise
assembly
complex
molecular
architectures.
Thus,
aim
this
Review
to
highlight
recent
methodological
progress
made
area
contextualize
representative
transformations
mechanistic
underpinnings
these
reactions.
Organic Letters,
Год журнала:
2019,
Номер
21(13), С. 5363 - 5367
Опубликована: Июнь 26, 2019
Pyridones
are
important
heteroaromatic
scaffolds
found
in
natural
products
and
pharmaceuticals
are,
therefore,
of
major
interest
organic
synthetic
chemistry.
Here
we
report
the
first
C–H
pyridonation
unactivated
(hetero-)arenes,
providing
a
methodology
to
directly
access
N-aryl-2-
4-pyridones.
Generation
pyridinium
radical
cations
through
single-electron
reduction
allows
for
synthesis
pyridones
on
structurally
complex
molecules.
