Organic Letters,
Journal Year:
2017,
Volume and Issue:
20(1), P. 146 - 149
Published: Dec. 19, 2017
A
diversity-oriented
synthesis
of
useful
spirocyclic
pyrrolidines
was
successfully
accomplished
via
late-stage
cascade
reactions
o-succinimide-substituted
benzaldehydes.
catalytic
amount
aniline
as
a
transient
directing
group
efficient
for
the
ruthenium-catalyzed
ortho-C(sp2)–H
alkylation
benzaldehyde
with
maleimide.
The
in
situ
formed
imine
overrided
series
other
traditional
groups
excellent
site
selectivities.
More
importantly,
only
0.5
mol
%
ruthenium
catalyst
sufficient
100
mmol
scale-up
reaction
without
column
chromatography
purification.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(11), P. 7791 - 7802
Published: March 10, 2024
The
development
of
new
synthetic
methods
for
B–H
bond
activation
has
been
an
important
research
area
in
boron
cluster
chemistry,
which
may
provide
opportunities
to
broaden
the
application
scope
clusters.
Herein,
we
present
a
reaction
strategy
direct
site-selective
functionalization
nido-carboranes
initiated
by
photoinduced
cage
via
noncovalent
cage···π
interaction.
As
result,
nido-carborane
radical
is
generated
through
single
electron
transfer
from
3D
2D
photocatalyst
upon
irradiation
with
green
light.
resulting
transient
could
be
directly
probed
advanced
time-resolved
EPR
technique.
In
air,
subsequent
transformations
active
have
led
efficient
and
selective
B–N,
B–S,
B–Se
couplings
presence
N-heterocycles,
imines,
thioethers,
thioamides,
selenium
ethers.
This
protocol
also
facilitates
both
late-stage
modification
drugs
synthesis
nido-carborane-based
drug
candidates
neutron
capture
therapy
(BNCT).
Journal of the American Chemical Society,
Journal Year:
2018,
Volume and Issue:
140(13), P. 4508 - 4511
Published: March 26, 2018
Carborane
cage
chirality
is
an
outstanding
issue
of
great
interest
as
the
icosahedral
carboranes
have
wide
applications
in
medicinal
and
materials
chemistry.
The
synthesis
optically
active
carborane
derivatives,
whose
associated
with
substitution
patterns
on
polyhedron,
will
open
new
avenues
to
We
report
herein
efficient
method
achieve
chiral-at-cage
arylation
o-carboranes
high
regio-
enantioselectivities
by
a
strategy
palladium-catalyzed
asymmetric
intramolecular
B-H
cyclization.
This
represents
first
example
enantioselective
reaction
carboranes,
providing
way
for
construction
compounds
skeletons.
Organic Letters,
Journal Year:
2017,
Volume and Issue:
20(1), P. 146 - 149
Published: Dec. 19, 2017
A
diversity-oriented
synthesis
of
useful
spirocyclic
pyrrolidines
was
successfully
accomplished
via
late-stage
cascade
reactions
o-succinimide-substituted
benzaldehydes.
catalytic
amount
aniline
as
a
transient
directing
group
efficient
for
the
ruthenium-catalyzed
ortho-C(sp2)–H
alkylation
benzaldehyde
with
maleimide.
The
in
situ
formed
imine
overrided
series
other
traditional
groups
excellent
site
selectivities.
More
importantly,
only
0.5
mol
%
ruthenium
catalyst
sufficient
100
mmol
scale-up
reaction
without
column
chromatography
purification.
