Assembly of Diverse Allenes via Activator-Free Palladium-Catalyzed Regioselective γ-Arylation of Propargylamines with Boronic Acids
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 7, 2025
Controlling
the
reaction
selectivity
to
achieve
a
precision
synthesis
is
constant
concern
for
chemists.
Here,
we
report
palladium-catalyzed
deaminative
coupling
of
propargylamines
with
arylboronic
acids
generate
allene
skeletons.
Importantly,
this
approach
allows
regioselective
γ-arylation
unactivated
propargyl
tertiary
amines
access
various
allenes
in
absence
amino-activating
reagents.
We
present
wide
range
and
boronic
demonstrate
synthetic
application
target
products
construct
valuable
compounds.
Язык: Английский
Copper‐Catalyzed α‐Indolmethylation of 2‐Pyridylacetates with 3‐Indoleacetic Acids via Alkylideneindolenine Intermediates
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(11), С. 2602 - 2606
Опубликована: Апрель 13, 2024
Abstract
This
study
reports
the
copper‐catalyzed
α‐indolmethylation
of
2‐pyridylacetates
with
3‐indoleacetic
acids.
reaction
offers
an
approach
to
generating
alkylideneindolenine
electrophiles
via
oxidative
decarboxylation
The
developed
system
demonstrates
good
versatility,
extending
beyond
indolmethylation
include
activated
esters
and
nitroalkanes.
Moreover,
a
biological
evaluation
revealed
that
several
products
exhibited
antiproliferative
activity
against
different
cancer
cell
lines.
Язык: Английский
Ynone Promoted Deaminative Coupling of Gramines with C- and N-Nucleophiles
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 13, 2024
The
deaminative
coupling
of
gramines
with
nucleophiles
represents
a
versatile
approach
for
structure
diversification,
but
often
involves
non
innocent
conditions
and/or
reagents.
Here
new
acetylenic
reagent
2
is
developed
the
C–N
bond
activation
and
their
in
situ
C-
N-centered
nucleophiles.
Using
acid/base-
redox-neutral
ynone
reactions
proceed
exceedingly
as
exemplified
by
synthesis
several
indol-3-ylmethyl
derivatives,
including
indole-benzodiazepine
indole-hydrazone
conjugates.
Язык: Английский