Low-energy photoredox catalysis
Nature Reviews Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 11, 2024
Язык: Английский
Radical-polar Crossover Reaction of Glycine Derivatives
Chemical Communications,
Год журнала:
2024,
Номер
60(75), С. 10378 - 10381
Опубликована: Янв. 1, 2024
Here
we
report
a
visible-light
facilitated
radical
addition
strategy
for
the
preparation
of
various
natural
or
unnatural
α-amino
acids
from
readily
available
glycine
derivatives
and
alkenes.
A
key
aspect
in
achieving
this
side
carbon
chain
introduction
reaction,
while
circumventing
well-documented
cyclization
pathway,
was
employment
radical-polar
crossover
under
redox
neutral
conditions.
Язык: Английский
Radical approaches for C(sp3)–N bond cleavage in deaminative transformations
Chemical Communications,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
This
review
summarizes
recent
advancements
in
radical-mediated
deaminative
transformations,
focusing
on
the
mechanisms,
substrate
compatibility,
and
emerging
applications
synthetic
organic
chemistry.
Язык: Английский
Photoredox Catalysis
Elsevier eBooks,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
Язык: Английский
Visible-Light-Mediated Nucleophilic Addition of Alkene with Aldehyde: Synthesis of Secondary Alcohols
Organic Letters,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 10, 2024
Herein,
a
photocatalytic
strategy
for
the
synthesis
of
secondary
alcohols
by
nucleophilic
addition
an
alkene
with
aldehyde
is
described.
This
operationally
simple
methodology
opens
approach
using
commercially
available
reagents
in
moderate
to
excellent
yields.
Mechanistic
studies
indicate
that
formation
radical
anion
from
via
single-electron
transfer
key
step
this
reaction.
Язык: Английский
(2 + 2 + 1)-Cyclization of Glycine Derivatives with Alkenes and CO2
Organic Letters,
Год журнала:
2024,
Номер
26(37), С. 7897 - 7901
Опубликована: Сен. 5, 2024
A
highly
atom-economic
(2
+
2
1)-cyclization
of
glycine
derivatives
with
alkenes
and
CO
Язык: Английский
Modular Synthesis of Dehydroprolines by an Energy‐Transfer Enabled Cloke‐Wilson Rearrangement
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 4, 2024
Abstract
A
one‐pot
photocatalytic
method
is
reported
for
the
generation
of
dehydroprolines,
valuable
precursors
to
5‐aryl
prolines.
Imines,
obtained
via
simple
condensation
aminocyclopropane
carboxylates
(ACPC)
with
a
broad
range
aldehydes,
were
employed
in
this
transformation
without
purification.
We
demonstrate
energy‐transfer
(EnT)
enabled
Cloke‐Wilson‐type
rearrangement
affords
both
rare
1,2‐dehydroprolines
or
more
thermodynamically
favored
1,5‐isomers
up
>20
:
1
selectivity
directions,
using
an
identical
catalytic
system
from
same
starting
material.
Syntheses
intermediates
bioactive
molecules
high
yields
and
highlight
enabling
transformation.
Mechanistic
studies
support
proposed
triplet‐triplet
EnT
mode
activation,
distinct
previously
developed
singlet
excited
states
accessed
UV
excitation.
Язык: Английский
Photomediated Deaminative Generation of Tertiary Anions
Synfacts,
Год журнала:
2024,
Номер
20(03), С. 0322 - 0322
Опубликована: Фев. 14, 2024
Key
words
photocatalysis
-
carbanions
cross-coupling
Язык: Английский
Reductive deaminative cross-coupling of alkyl bistriflimides enabled by electrocatalysis
Science Advances,
Год журнала:
2024,
Номер
10(47)
Опубликована: Ноя. 22, 2024
We
present
a
versatile
nickel-electrocatalytic
deaminative
cross-coupling
platform
for
the
efficient
construction
of
C(sp
3
)–C(sp
)
and
2
bonds
from
readily
available
alkyl
bistriflimides.
This
methodology
involves
assembly
two
leaving
groups
on
amines
to
form
bistriflimides,
followed
by
their
effective
coupling
with
wide
range
halides,
pseudohalides,
aryl
alkenyl
halides
under
electrochemical
reductive
conditions.
Moreover,
successful
application
relay
transition
metal–free
cross-electrophile
further
demonstrates
versatility
bistriflimides
as
valuable
building
blocks
in
organic
synthesis.
Combined
control
experiments
density
functional
theory
calculations
provide
insights
into
reaction
pathway
crucial
role
iodide
catalytic
process.
Язык: Английский
Modular Synthesis of Dehydroprolines by an Energy‐Transfer Enabled Cloke‐Wilson Rearrangement
Angewandte Chemie,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 4, 2024
Abstract
A
one‐pot
photocatalytic
method
is
reported
for
the
generation
of
dehydroprolines,
valuable
precursors
to
5‐aryl
prolines.
Imines,
obtained
via
simple
condensation
aminocyclopropane
carboxylates
(ACPC)
with
a
broad
range
aldehydes,
were
employed
in
this
transformation
without
purification.
We
demonstrate
energy‐transfer
(EnT)
enabled
Cloke‐Wilson‐type
rearrangement
affords
both
rare
1,2‐dehydroprolines
or
more
thermodynamically
favored
1,5‐isomers
up
>20
:
1
selectivity
directions,
using
an
identical
catalytic
system
from
same
starting
material.
Syntheses
intermediates
bioactive
molecules
high
yields
and
highlight
enabling
transformation.
Mechanistic
studies
support
proposed
triplet‐triplet
EnT
mode
activation,
distinct
previously
developed
singlet
excited
states
accessed
UV
excitation.
Язык: Английский