Photoredox-Catalyzed Three-Component Sulfonaminoalkynylation of Alkenes via a Radial/Polar Crossover
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
90(4), С. 1656 - 1662
Опубликована: Янв. 21, 2025
We
report
a
photoredox-catalyzed
three-component
sulfonaminoalkynylation
of
alkenes
with
N-aminopyridine
salts
and
potassium
alkynyltrifluoroborate
salts.
This
aminoalkylation
reaction
underwent
radial/polar
crossover
mechanism,
which
was
distinguished
from
the
previous
reports.
A
variety
β-alkynylated
sulfonamides
were
obtained
in
moderate
to
excellent
yields.
The
versatility
this
method
further
evidenced
by
its
successful
application
modifying
biological
molecules
advanced
stages
development.
Язык: Английский
Photoinduced β-fragmentation for efficient pyridine alkylation via N-alkoxypyridinium salts
Organic Chemistry Frontiers,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
We
established
a
mild
and
atom-economical
photocatalytic
strategy
for
direct
pyridine
alkylation
via
β-fragmentation
of
N
-alkoxypyridinium
salts,
serving
dually
as
alkyl
radical
precursors
sources.
Язык: Английский
Iron(II)‐Catalyzed 1,2‐Diamination of Styrenes Installing a Terminal NH2 Group Alongside Unprotected Amines
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(45)
Опубликована: Июль 17, 2024
1,2-Diamination
of
alkenes
represents
an
attractive
way
to
generate
differentiated
vicinal
diamines,
which
are
prevalent
motifs
in
biologically
active
compounds
and
catalysts.
However,
existing
methods
usually
limited
scope
produce
diamines
where
one
or
both
nitrogens
protected,
adding
synthetic
steps
for
deprotection
further
N-functionalization
reach
a
desired
target.
Furthermore,
the
range
amino
groups
that
can
be
introduced
at
internal
position
is
fairly
limited.
Here
we
describe
1,2-diamination
styrenes
directly
installs
free
group
terminal
wide
variety
unprotected
nitrogen
nucleophiles
(primary
secondary
alkyl
aromatic
amines,
sulfoximines,
N-heterocycles,
ammonia
surrogate)
position.
Two
complementary
sets
conditions
encompass
electronically
activated
deactivated
with
diverse
substitution
patterns
functional
groups.
Moreover,
this
strategy
extended
1,2-aminothiolation
styrenes.
Язык: Английский
Access to tetrahydrocarbazoles via a photocatalyzed cascade decarboxylation/addition/cyclization reaction
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(23), С. 6694 - 6699
Опубликована: Янв. 1, 2024
An
efficient
photocatalyzed
decarboxylative
coupling
of
indolepropionic
acid
NHPI
esters
with
α,β-unsaturated
carbonyl
compounds
has
been
developed,
which
provided
structurally
diverse
tetrahydrocarbozles
in
moderate
to
good
yields.
Язык: Английский
Photoredox-Catalyzed Aminolactonization of 2-Styrylbenzoic Acids with N-Aminopyridinium Salts to Access 4-Sulfonamino-3,4-dihydroisocoumarins
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 26, 2024
A
photoredox-catalyzed
aminolactonization
of
unsaturated
carboxylic
acids
was
achieved
using
N-aminopyridinium
salts
as
the
amino
radical
precursor.
The
transformation
features
mild
conditions
and
a
remarkably
broad
substrate
scope,
offering
an
efficient
approach
to
construct
wide
range
4-sulfonamino
3,4-dihydroisocoumarins.
Mechanistic
studies
indicate
that
reaction
proceeds
via
distinctive
salt-promoted
electrophilic
amination
2-styrylbenzoic
acids.
Язык: Английский
Iron(II)‐Catalyzed 1,2‐Diamination of Styrenes Installing a Terminal NH2 Group Alongside Unprotected Amines
Angewandte Chemie,
Год журнала:
2024,
Номер
136(45)
Опубликована: Июль 17, 2024
Abstract
1,2‐Diamination
of
alkenes
represents
an
attractive
way
to
generate
differentiated
vicinal
diamines,
which
are
prevalent
motifs
in
biologically
active
compounds
and
catalysts.
However,
existing
methods
usually
limited
scope
produce
diamines
where
one
or
both
nitrogens
protected,
adding
synthetic
steps
for
deprotection
further
N‐functionalization
reach
a
desired
target.
Furthermore,
the
range
amino
groups
that
can
be
introduced
at
internal
position
is
fairly
limited.
Here
we
describe
1,2‐diamination
styrenes
directly
installs
free
group
terminal
wide
variety
unprotected
nitrogen
nucleophiles
(primary
secondary
alkyl
aromatic
amines,
sulfoximines,
N
‐heterocycles,
ammonia
surrogate)
position.
Two
complementary
sets
conditions
encompass
electronically
activated
deactivated
with
diverse
substitution
patterns
functional
groups.
Moreover,
this
strategy
extended
1,2‐aminothiolation
styrenes.
Язык: Английский