Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 17, 2024
We
present
a
highly
selective
protocol
for
the
ortho
benzylation
of
N-aryl
amides.
This
method
offers
mild
conditions,
excellent
site
specificity,
and
scalability,
enabling
synthesis
diarylmethane
amides
dibenzoazepines.
The
allows
one-pot
diagonal
dibenzylation
dianilides,
creating
valuable
precursors
pharmaceutically
active
compounds
addressing
limitations
in
current
direct
C–H
activation
methodologies.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(20), P. 7408 - 7440
Published: Jan. 1, 2024
Recent
advances
in
synthesis
have
opened
the
way
to
a
variety
of
boron
helicenes.
We
highlight
main
achievements
these
chiral
compounds
and
discuss
their
photophysical
properties
potential
as
functional
materials.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(18), P. 3709 - 3714
Published: May 1, 2024
A
BBr3-mediated
S-directed
ortho
C–H
borylation
of
thiobenzamides
was
developed.
variety
ortho-borylated
were
obtained
in
moderate
to
good
yields
with
a
wide
functional
group
tolerance
under
simple
and
metal-free
conditions.
This
transformation
provided
convenient
practical
route
important
functionalized
thiobenzamides.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(15), P. 4249 - 4257
Published: Jan. 1, 2024
The
Fe(OTf)
3
-promoted
directing
group-controlled
regioselective
C–H
borylation
of
2-arylarenolic
compounds
was
achieved
at
room
temperature,
affording
two
useful
arylboronic
acids
efficiently.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 25, 2025
We
have
developed
a
BBr3-mediated,
metal-free
ortho
C-H
borylation
of
benzamides,
enabling
the
synthesis
wide
range
ortho-borylated
benzamides
in
moderate
to
good
yields.
This
transformation
offers
convenient
strategy
for
accessing
functionalized
which
are
valuable
intermediates
pharmaceuticals,
agrochemicals,
and
fine
chemical
synthesis.
Inorganic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 10, 2025
Aminotroponiminates
(ATIs),
a
well-known
monoanionic
bidentate
ligand,
display
wide
range
of
coordination
chemistry.
To
exploit
their
electronic
and
steric
factors
in
achieving
boron
cations,
series
symmetrical,
unsymmetrical,
bis(ATI)
borane
complexes
[(C7H5)(NiPr)2BF2]
(3a),
[(C7H5)(NtBu)2BF2]
(3b),
[(C7H5)(NiBu)2BF2]
(3c),
[(C7H5)(NiBu)(NtBu)BF2]
(3d),
[(C7H5)(NiPr)(NCH2)BF2]2
(3e)
were
synthesized
this
work.
All
the
ATI
are
highly
blue
luminescent
solution,
fluorescence
decay
time
was
recorded
DCM.
The
observed
found
to
exist
between
1.7
2.8
ns.
Complexes
3a
3b
when
treated
with
trimethylsilyl
triflate
(TMS-OTf)
enabled
isolation
tricoordinated
borenium
cations
[(C7H5)(NiPr)2BOH]+
(4a)
[(C7H5)(NtBu)2BOH]+
(4b),
respectively.
Interestingly,
reaction
3e
TMS-OTf
resulted
dication
4e
which
boronium
bridged
via
an
oxygen
atom
seven-membered
ring
scaffold.
boranes
well
characterized
by
various
spectroscopic
techniques
solution
X-ray
structure
diffraction
analysis
solid
state.
Further,
theoretical
calculations
using
density
functional
theory
(DFT)
conducted
understand
bonding
scenario
these
complexes.
Chemical Science,
Journal Year:
2023,
Volume and Issue:
14(46), P. 13429 - 13436
Published: Jan. 1, 2023
The
installation
of
the
C-halogen
bond
at
ortho
position
N-aryl
amides
and
ureas
represents
a
tool
to
prepare
motifs
that
are
ubiquitous
in
biologically
active
compounds.
To
construct
such
prevalent
bonds,
most
methods
require
use
precious
metals
multistep
process.
Here
we
report
novel
protocol
for
long-standing
challenge
regioselective
halogenation
using
an
oxidative
halodeboronation.
By
harnessing
reactivity
boron
over
nitrogen,
merge
carbonyl-directed
borylation
with
consecutive
halodeboronation,
enabling
precise
introduction
C-X
desired
ureas.
This
method
offers
efficient,
practical,
scalable
solution
synthesizing
halogenated
N-heteroarenes
under
mild
conditions,
highlighting
superiority
directing
regioselectivity
reaction.
JACS Au,
Journal Year:
2024,
Volume and Issue:
4(9), P. 3679 - 3689
Published: Sept. 11, 2024
Site-selective
C-H
borylation
is
an
important
strategy
for
constructing
molecular
diversity
in
arenes
and
heteroarenes.
Although
transition-metal-catalyzed
well
explored,
developing
metal-free
strategies
remains
scarce.
Herein,
we
developed
a
straightforward
approach
BBr
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 16, 2024
Emissive
organic
materials
are
predominantly
fluorescent
and
there
is
significant
interest
in
realizing
understanding
examples
that
defy
this
paradigm
exhibit
phosphorescence
under
ambient
conditions.
Organic
room
temperature
(ORTP)
offers
the
long-lived
excited
states
bathochromically-shifted
emission
maxima
of
without
use
potentially
toxic
expensive
transition
metals.
Most
ORTP
rely
on
well-studied
structural
motifs
include
aryl
carbonyls,
sulfones,
heavy
main
group
elements.
We
report
unexpected
a
series
atom-free
BN-substituted
xanthene
derivatives.
The
creation
heteroatom-rich
scaffolds,
combined
with
stabilizing
C-H⋅⋅⋅F
interactions
solid-state,
resulted
oxygen-tolerant
relying
cryogenic
temperatures,
polymer
matrices,
or
host-guest
interactions.
observation
these
simple
systems
sets
blueprint
for
further
development
phosphors.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(49), P. 8912 - 8916
Published: Dec. 6, 2023
Given
the
current
interest
in
materials
containing
1,4-azaborine
units,
development
of
new
routes
to
these
structures
is
important.
Carbonyl
directed
electrophilic
borylation
using
BBr3
a
facile
method
for
ortho-borylation
N,N-diaryl-amide
derivatives.
Subsequent
addition
Et3SiH
results
carbonyl
reduction
and
then
formation
1,4-azaborines
that
can
be
protected
situ
Grignard
reagent.
Overall,
borylation–reduction–borylation
one-pot
methodology
access
from
simple
precursors.
