Rh(iii)-catalyzed selective mono- and dual-functionalization/cyclization of 1-aryl-5-aminopyrazoles with iodonium ylides
Chemical Communications,
Год журнала:
2023,
Номер
60(4), С. 432 - 435
Опубликована: Дек. 5, 2023
Highly
functionalized
benzodiazepine
skeletons
were
efficiently
synthesized
via
a
Rh(
iii
)-catalyzed
selective
mono-
and
dual-C–H
bond
functionalization/cyclization
reaction
between
readily
available
1-aryl-5-aminopyrazoles
iodonium
ylides
under.
Язык: Английский
Ruthenium-Catalyzed Decarboxylative Direct 2-Pyridination of α,β-Unsaturated Carboxylic Acids
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 19, 2025
We
report
a
ruthenium-catalyzed
decarboxylative
direct
mono-2-pyridination
of
α,β-unsaturated
carboxylic
acids,
offering
selective
method
for
synthesizing
2-(1-arylalkenyl)pyridines.
Under
redox-neutral
conditions,
the
reaction
demonstrates
broad
substrate
scope,
high
functional
group
tolerance,
and
significant
potential
further
derivatization.
Mechanistic
studies
reveal
that
activation
allylic
C(sp3)-H
bond,
directed
by
pyridine
group,
underpins
observed
mono-2-pyridination.
This
work
provides
an
efficient
strategy
catalytic
transformation
expanding
toolbox
functionalizing
derivatives.
Язык: Английский
Pd‐Catalyzed Vicinal Intermolecular Annulations of Iodoarenes, Indoles, and Carbazoles with Enynes
Chemistry - A European Journal,
Год журнала:
2023,
Номер
30(7)
Опубликована: Ноя. 6, 2023
Reaching
the
formidable
C-H
corners
has
been
one
of
top
priorities
organic
chemists
in
recent
past.
This
prompted
us
to
disclose
herein
a
vicinal
annulation
2-iodo
benzoates,
indoles,
and
carbazoles
with
N-embedded
1,6-enynes
through
7-/8-membered
palladacycles.
The
relay
does
not
require
assistance
any
directing
group,
leading
multicyclic
scaffolds,
which
are
readily
diversified
an
array
adducts
(with
new
functional
tethers
and/or
three
contiguous
stereocenters),
we
showcase
rare
benzylic
mono-oxygenation.
Язык: Английский
Conjugated Olefin Enabled Rollover Cyclometallation of Distant C‐H Bonds: Regioselective Annulation of o‐Alkenyl Phenols with Alkynes
Chemistry - A European Journal,
Год журнала:
2023,
Номер
29(70)
Опубликована: Окт. 11, 2023
Although
challenging,
the
distant
C-H
functionalization
with
precision
is
quite
rewarding
and
has
long
been
intriguing.
Tailoring
an
appropriate
template
accomplishes
job
but
prerequisite
sets
limitation.
We
herein
unveil
our
discovery
of
annulation
alkynes
on
to
two
(from
directing
group)
bonds
through
rollover
cyclometallation
assisted
by
conjugated
C=C
bond.
The
follows
a
concomitant
cyclization
rare
triple
functionalization.
totally
regioselective
array
unsymmetrical
alkynes,
taking
leverage
extended
conjugation
or
tertiary
hydroxyl
co-ordination.
mechanism
supported
control
experiments,
KIE
&
labelling
studies
Mass
spectrometry.
Язык: Английский
Ruthenium-Catalyzed Decarboxylative ortho-Di-2-pyridination of Aryl Carboxylic Acids
ACS Catalysis,
Год журнала:
2023,
Номер
13(22), С. 14907 - 14913
Опубликована: Ноя. 3, 2023
We
report
a
ruthenium-catalyzed
decarboxylative
ortho-di-2-pyrination
of
aryl
carboxylic
acids
to
selectively
access
ortho-di(2-pyridyl)arenes
via
directing
group
relay
strategy,
which
starts
with
the
ortho-C–H
2-pyridination
acids,
followed
by
2-pyridyl
directed
2-pyridination.
The
decarboxylation
is
envisioned
proceed
assistance
group.
acid
realized
be
capable
accelerating
direct
C–H
bond
and
enhancing
regioselectivity
promoting
proton
transfer
events.
This
protocol
utilizes
broadly
available
eliminates
manipulation
groups,
thus
providing
an
efficient
economical
pathway
diverse
ortho-di(2-pyridyl)arenes.
Язык: Английский
Ru-Catalyzed Synthesis of Polysubstituted Arenes via a Directing Group Relay Strategy and C–H Functionalization
Synfacts,
Год журнала:
2023,
Номер
19(08), С. 0784 - 0784
Опубликована: Июль 14, 2023
Key
words
ruthenium
catalysis
-
C–H
functionalization
traceless
directing
group
decarboxylative
azaarylation
2-pyridyl
moiety
Язык: Английский