Base-Promoted Regioselective Annulation of Pyridinium Ylides and Bromoalkynes for the Chemodivergent Synthesis of Indolizines
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 5, 2025
A
base-promoted
regioselective
formal
[3
+
2]
annulation
of
pyridinium
ylides
with
bromoalkynes
is
reported,
producing
a
series
substituent-diverse
indolizines
in
generally
good
yields.
mild
K2CO3-promoted
three-component
cyclization
and
at
2:1
molar
ratio
delivered
C2-acylmethylated
indolizines,
whereas
C2-brominated
were
generated
starting
from
bearing
strong
electron-withdrawing
groups
the
unit
by
using
2,2,6,6-tetramethyl-1-piperidinyloxy
as
dehydrogenating
reagent.
The
current
synthetic
methodology
offers
controllable
modular
approach
to
access
different
substitution
patterns,
featuring
wide
substrate
scope,
functional
group
compatibility,
complete
regioselectivity
without
demand
any
transition-metal
catalysts.
Язык: Английский
Photocatalyzed Azidofunctionalization of Alkenes via Radical‐Polar Crossover
Angewandte Chemie International Edition,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 2, 2025
The
azidofunctionalization
of
alkenes
under
mild
conditions
using
commercially
available
starting
materials
and
easily
accessible
reagents
is
reported
based
on
a
radical-polar
crossover
strategy.
A
broad
range
alkenes,
including
vinyl
arenes,
enamides,
enol
ethers,
sulfides,
dehydroamino
esters,
were
regioselectively
functionalized
with
an
azide
nucleophiles
such
as
azoles,
carboxylic
acids,
alcohols,
phosphoric
oximes,
phenols.
method
led
to
more
efficient
synthesis
1,2-azidofunctionalized
pharmaceutical
intermediates
when
compared
previous
approaches,
resulting
in
both
reduction
step
count
increase
overall
yield.
scope
limitations
these
transformations
further
investigated
through
standard
unbiased
selection
15
substrate
combinations
out
1,175,658
possible
clustering
technique.
Язык: Английский
Photocatalyzed Azidofunctionalization of Alkenes via Radical‐Polar Crossover
Angewandte Chemie,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 2, 2025
Abstract
The
azidofunctionalization
of
alkenes
under
mild
conditions
using
commercially
available
starting
materials
and
easily
accessible
reagents
is
reported
based
on
a
radical‐polar
crossover
strategy.
A
broad
range
alkenes,
including
vinyl
arenes,
enamides,
enol
ethers,
sulfides,
dehydroamino
esters,
were
regioselectively
functionalized
with
an
azide
nucleophiles
such
as
azoles,
carboxylic
acids,
alcohols,
phosphoric
oximes,
phenols.
method
led
to
more
efficient
synthesis
1,2‐azidofunctionalized
pharmaceutical
intermediates
when
compared
previous
approaches,
resulting
in
both
reduction
step
count
increase
overall
yield.
scope
limitations
these
transformations
further
investigated
through
standard
unbiased
selection
15
substrate
combinations
out
1,175,658
possible
clustering
technique.
Язык: Английский
Access to Functionalized Amines and Medium N-Heterocycles via Amine-Enabled Remote C–H Alkynylation
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 14, 2024
By
using
weakly
coordinating
amines,
we
developed
remote
C-H
alkynylation
with
precise
control
of
reactivity
and
regioselectivity,
enabling
modification
complex
drugs,
natural
products,
materials.
The
readily
transformable
alkyne-containing
amine
products
would
facilitate
expedient
delivery
molecular
libraries
functionalized
amines
medium
Язык: Английский
Palladium-catalyzed syn-alkynylarylation of internal alkynes: rapid access to all-carbon tetrasubstituted alkenes
Chemical Communications,
Год журнала:
2024,
Номер
60(71), С. 9578 - 9581
Опубликована: Янв. 1, 2024
A
novel
palladium-catalyzed
syn
-alkynylarylation
of
internal
alkynes
with
haloalkynes
and
arylboronic
acids
is
described.
Язык: Английский