European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(32)
Published: May 13, 2024
Abstract
Herein,
we
developed
a
photoinduced
remote
selective
C(
sp
3
)−H
alkylation
of
protected
amines
in
the
presence
cesium
formate.
The
were
synthesized
from
commercially
available
inexpensive
2‐iodo
benzoyl
chloride.
Under
mild
reaction
conditions,
situ
generated
aryl
radical
is
converted
to
α‐amidoalkyl
via
[1,5]‐HAT
process,
which
combines
with
different
Michael
acceptors
and
affords
corresponding
products
good
yields.
Preliminary
mechanistic
studies
revealed
that
formate
anion
acts
as
source
carbon
dioxide
(CO
2
⋅
−
)
hydrogen
atom
donor
was
directly
confirmed
by
isotope‐labeling
studies.
ChemCatChem,
Journal Year:
2022,
Volume and Issue:
15(1)
Published: Nov. 11, 2022
Abstract
The
encapsulation
of
substrates
within
micellar
structures
gives
rise
to
a
multitude
effects
beyond
simple
solubilization
in
water.
When
incorporated
photochemical
reaction
design
media
may
offer
possibilities
control
both
reactivity
and
selectivity.
Herein,
we
describe
various
important
phenomena
such
as
encapsulation,
polarity
differences,
electrostatic
interactions
hydrogen
bonding,
discuss
the
resulting
mechanisms
by
which
outcomes
can
be
greatly
influenced.
In
this
concept
article,
showcase
selected
reactions
demonstrate
how
selectively
applied
design.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(39), P. 7148 - 7153
Published: Sept. 26, 2023
A
[Cp*IrCl2]2-catalyzed
amidocarbonation
of
olefins
with
sulfoxonium
ylides
has
been
developed
to
generate
diverse
biologically
important
isoindolin-1-ones
in
high
efficiency
under
mild
reaction
conditions.
Mechanism
studies
indicated
that
this
cascade
was
triggered
by
amino-iridation
the
olefin
unit
iridacycle,
followed
formal
migratory
insertion
ylides.
This
newly
method
features
broad
substrate
scopes
and
operational
simplicity.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(5), P. 1219 - 1223
Published: Jan. 1, 2023
An
electron
donor–acceptor
complex
strategy
that
enabled
photoactivation
of
aryl
chlorides
has
been
reported
with
the
toluene
anion
or
t
BuOK
as
donor.
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(26)
Published: March 2, 2023
Abstract
Micellar
photocatalysis
has
been
used
to
overcome
oxygen
quenching
and
enable
a
[2+2]
photocycloaddition
through
triplet‐energy
transfer
in
water
under
aerobic
conditions.
The
cheap
commercially
available
self‐assembling
sodium
dodecyl
sulfate
(SDS)
micelles
were
found
increase
the
tolerance
of
typically
oxygen‐sensitive
reaction.
Furthermore,
use
micellar
solution
was
activate
α,β‐unsaturated
carbonyl
compounds
energy
allow
photocycloadditions
take
place.
Our
preliminary
studies
effects
on
energy‐transfer‐based
reactions
demonstrate
reaction
between
activated
alkenes
mixture
SDS,
[Ru(bpy)
3
](PF
6
)
2
.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(32)
Published: May 13, 2024
Abstract
Herein,
we
developed
a
photoinduced
remote
selective
C(
sp
3
)−H
alkylation
of
protected
amines
in
the
presence
cesium
formate.
The
were
synthesized
from
commercially
available
inexpensive
2‐iodo
benzoyl
chloride.
Under
mild
reaction
conditions,
situ
generated
aryl
radical
is
converted
to
α‐amidoalkyl
via
[1,5]‐HAT
process,
which
combines
with
different
Michael
acceptors
and
affords
corresponding
products
good
yields.
Preliminary
mechanistic
studies
revealed
that
formate
anion
acts
as
source
carbon
dioxide
(CO
2
⋅
−
)
hydrogen
atom
donor
was
directly
confirmed
by
isotope‐labeling
studies.
