Abstract
This
research
article
uses
density
functional
theory
(DFT)
to
study
photoinduced
borylation.
work
examined
the
electron
donor‐acceptor
complex
(EDA)
of
bis(catecholato)diboron
with
different
redox‐active
leaving
groups
and
bis(pinacol)diboron
aryl
N‐hydroxyphthalimide.
The
results
these
DFT
studies
show
ratio
B
2
cat
N,
N‐dimethylacetamide
(DMA)
should
be
1
:
which
is
consistent
experimental
in
literature.
We
further
proposed
a
reaction
mechanism
calculated
energies
associated
each
step.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(9), С. 6237 - 6246
Опубликована: Апрель 11, 2023
Benzocyclic
boronates
have
attracted
increasing
research
interest
in
drug
chemistry
and
organic
synthesis
recent
years.
Herein,
we
report
a
facile
access
to
benzocyclic
through
photopromoted
intramolecular
arylborylation
of
allyl
aryldiazonium
salts.
This
simple
protocol
features
broad
scope,
allowing
the
formation
variously
functionalized
borates
bearing
dihydrobenzofuran,
dihydroindene,
benzothiophene,
indoline
skeletons
under
mild
sustainable
conditions.
Abstract
Efficiently
assembling
amino
acids
and
peptides
with
bioactive
molecules
facilitates
the
modular
streamlined
synthesis
of
a
diverse
library
peptide‐related
compounds.
Particularly
notable
is
their
application
in
pharmaceutical
development,
leveraging
site‐selective
late‐stage
functionalization.
Here,
visible
light‐induced
three‐component
reaction
involving
arylthianthrenium
salts,
acid/peptide
derivatives,
alkenes
are
introduced.
This
approach
utilizes
captodatively‐stabilized
carbon
radicals
to
enable
radical‐radical
C─C
coupling,
effectively
constructing
complex
molecules.
method
offers
promising
alternative
route
for
peptide‐derived
bio‐relevant
compounds
Abstract
Photoinduced
borylation
is
becoming
a
fascinating
and
growing
research
field
in
synthetic
chemistry.
On
the
other
hand,
electron
donor–acceptor
(EDA)
complex
photoactivation
has
emerged
as
an
alternative
strategy
to
generate
active
open‐shell
species
without
need
for
photosensitizers.
Suitable
organoboron
compounds
can
serve
donor
or
acceptor
form
corresponding
complexes,
which
then
undergo
photoinduced
intracomplex
single
transfer
(SET)
carbon‐
boron‐centered
radicals
construction
of
new
C−B
bonds.
In
this
Concept
paper,
we
review
recent
advances
via
EDA
surveying
relevant
literature
until
December
2022.
Abstract
This
research
article
uses
density
functional
theory
(DFT)
to
study
photoinduced
borylation.
work
examined
the
electron
donor‐acceptor
complex
(EDA)
of
bis(catecholato)diboron
with
different
redox‐active
leaving
groups
and
bis(pinacol)diboron
aryl
N‐hydroxyphthalimide.
The
results
these
DFT
studies
show
ratio
B
2
cat
N,
N‐dimethylacetamide
(DMA)
should
be
1
:
which
is
consistent
experimental
in
literature.
We
further
proposed
a
reaction
mechanism
calculated
energies
associated
each
step.
