Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(25)
Опубликована: Апрель 9, 2024
Abstract
Cascade
radical
cyclization
constitutes
an
atom‐
and
step‐economic
route
for
rapid
assembly
of
polycyclic
molecular
skeletons.
Although
array
redox‐active
metal
catalysts
has
recently
shown
robust
applications
in
enabling
various
catalytic
cascade
processes,
the
use
free
organic
as
catalyst,
which
is
capable
triggering
strategically
distinct
cascades,
rarely
been
developed.
Here,
we
disclosed
that
benzimidazolium‐based
N
‐heterocyclic
carbene
(NHC)‐boryl
catalyzing
reactions
both
intra‐
intermolecular
pathways,
assembling
[5,5]
fused
bicyclic
[6,6,6]
tricyclic
molecules,
respectively.
The
start
with
chemo‐
regioselective
addition
boryl
catalyst
to
a
tethered
alkene
or
alkyne
moiety,
followed
by
either
intramolecular
formal
[3+2]
[2+2+2]
cycloaddition
process
construct
bicyclo[3.3.0]octane
tetrahydrophenanthridine
skeletons,
Eventually,
β‐elimination
occurs
release
completing
cycle.
High
excellent
diastereoselectivity
achieved
under
substrate
control.
Molecules,
Год журнала:
2023,
Номер
28(4), С. 1775 - 1775
Опубликована: Фев. 13, 2023
Oximes
and
hydroxylamines
are
a
very
important
class
of
skeletons
that
not
only
widely
exist
in
natural
products
drug
molecules,
but
also
synthon,
which
have
been
used
industrial
production.
Due
to
weak
N-O
σ
bonds
oximes
hydroxylamines,
they
can
be
easily
transformed
into
other
functional
groups
by
bond
cleavage.
Therefore,
the
synthesis
N-heterocycle
using
as
nitrogen
sources
has
attracted
wide
attention.
Recent
advances
for
through
transition-metal-catalyzed
radical-mediated
cyclization
classified
type
rings
summarized.
In
this
paper,
recent
cleavage
reviewed.
We
hope
review
provides
new
perspective
on
field,
reference
develop
environmentally
friendly
sustainable
methods.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(21), С. 3556 - 3571
Опубликована: Авг. 2, 2023
Abstract
Harnessing
visible
light
to
trigger
(aza
and
thia)
Paternò‐Büchi
reaction
injects
new
vitality
into
[2+2]
photocyclization
enable
impressive
reactivity
modes.
The
popular
is
one
of
the
most
efficient
ways
synthesize
strained
four‐membered
heterocycles.
Recently,
visible‐light‐triggered
reactions
have
received
considerable
attentions
as
this
strategy
has
overcome
some
long‐standing
challenges,
remarkable
achievements
been
made
within
field.
Strained
heterocyclics
with
favorable
properties
provide
a
perfect
combination
stable
skeletons
for
pharmaceutical
chemistry
intermediates
further
transformation.
In
review,
we
highlight
recent
advances
in
an
emphasis
on
mechanism
applications.
Organization
review
follows
subdivision
according
type
substrate
classes.
Chemical & Biomedical Imaging,
Год журнала:
2023,
Номер
1(9), С. 785 - 795
Опубликована: Май 19, 2023
Photochemical
reaction
is
expected
to
become
a
promising
type
of
green
chemistry
with
merits
operational
flexibility,
excellent
regioselectivity,
high
yield,
and
mild
condition.
Recently,
aggregation-induced
emission
(AIE)-based
fluorescent
molecules
photoresponsivity
have
been
quickly
developed
employed
in
the
biomedical
field.
In
this
Review,
photoresponsive
AIE
materials
based
on
inherent
photochemical
reactions
are
highlighted
according
pathways:
photoisomerization,
photocyclization,
photodimerization,
multiple
photoreactions.
Following
this,
their
applications
summarized
discussed,
including
photoactivatable
bioimaging,
diagnosis,
therapy.
Finally,
challenges
future
perspectives
presented.
Chemical Science,
Год журнала:
2024,
Номер
15(11), С. 4114 - 4120
Опубликована: Янв. 1, 2024
Starting
from
the
same
substrates,
tunable
C–H
functionalization
and
dearomatization
have
been
achieved
under
catalysis
of
a
new
organic
photocatalyst
–
isoazatruxene
ITN-2.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(25)
Опубликована: Апрель 9, 2024
Abstract
Cascade
radical
cyclization
constitutes
an
atom‐
and
step‐economic
route
for
rapid
assembly
of
polycyclic
molecular
skeletons.
Although
array
redox‐active
metal
catalysts
has
recently
shown
robust
applications
in
enabling
various
catalytic
cascade
processes,
the
use
free
organic
as
catalyst,
which
is
capable
triggering
strategically
distinct
cascades,
rarely
been
developed.
Here,
we
disclosed
that
benzimidazolium‐based
N
‐heterocyclic
carbene
(NHC)‐boryl
catalyzing
reactions
both
intra‐
intermolecular
pathways,
assembling
[5,5]
fused
bicyclic
[6,6,6]
tricyclic
molecules,
respectively.
The
start
with
chemo‐
regioselective
addition
boryl
catalyst
to
a
tethered
alkene
or
alkyne
moiety,
followed
by
either
intramolecular
formal
[3+2]
[2+2+2]
cycloaddition
process
construct
bicyclo[3.3.0]octane
tetrahydrophenanthridine
skeletons,
Eventually,
β‐elimination
occurs
release
completing
cycle.
High
excellent
diastereoselectivity
achieved
under
substrate
control.