European Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
2022(25)
Published: May 30, 2022
Abstract
Organoboron
compounds
have
extreme
potential
for
organic
synthesis.
Ready
functionalization
of
organoboron
intrigued
people
to
develop
various
protocols
their
Over
the
last
several
decades,
there
has
been
a
substantial
development
in
synthesizing
new
using
transition
metals.
Among
metals,
zirconium
also
found
catalyze
diverse
reactions
organoboron.
The
chemistry
become
more
popular
with
metallocenes,
particularly
bis(cyclopentadienyl)zirconocene
chloride
hydride,
well‐known
Schwartz
reagent.
These
metallocenes
possess
significant
role
hydrozirconation,
hydroboration,
hydrogenation,
carbozirconation,
and
promising
tri‐
n
‐butyl
tin
hydride
alternative.
This
minireview
focuses
on
transformations
employing
catalysts
that
developed
so
far.
Synlett,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 9, 2025
Abstract
Compounds
bearing
both
boryl
and
amino
groups
are
highly
valuable
synthons
in
organic
synthesis.
However,
while
enantioselective
1,1-
1,2-borylamination
reactions
have
been
developed,
processes
enabling
distal
borylamination
rarely
investigated.
Here,
we
present
an
1,4-borylamination
reaction,
achieved
through
a
copper-catalyzed
cascade
hydroborylation
hydroamination
of
arylidenecyclopropanes.
This
four-component
reaction
provides
direct
access
to
enantioenriched
4-aminoalkylboronate
products
with
high
chemo-,
site-,
enantioselectivity.
The
versatility
these
was
demonstrated
their
broad
transformations
extensive
applications
the
synthesis
various
drug
core
structures.
Additionally,
preliminary
mechanistic
studies
were
conducted
investigate
pathway,
intermediates,
chemo-
site-selectivity.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 24, 2025
A
novel
electrochemical
approach
for
the
synthesis
of
hindered
alkyl
fluorides
has
been
developed.
The
protocol
grants
access
to
a
diverse
array
tertiary
and
secondary
using
readily
attainable
organoboron
precursors
under
mild
conditions.
efficiency
system
stems
from
dual
activation
redox-active
borate
intermediate,
providing
both
electrophilic
nucleophilic
reaction
partners
in
form
an
internally
generated
ion
pair.
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
20(47), P. 9255 - 9271
Published: Jan. 1, 2022
This
Review
provides
the
community
with
a
comprehensive
summary
of
application
Ni-catalyzed
carboboration
strategy
by
carefully
classifying
reaction
types
and
detailing
useful
examples.
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
14(1), P. 547 - 553
Published: Dec. 26, 2023
Direct
transformations
of
readily
available
amines
or
amides
via
C–H
bond
functionalization
could
provide
a
fast
route
for
accessing
complex
molecules.
While
various
groups
have
been
successfully
incorporated
into
the
α
position
nitrogen
atom
with
photoredox
system
activation,
couplings
functionalized
alkyl
halides
are
still
very
challenging.
Herein,
we
report
direct
and
convenient
protocol
β-amino
boronates
through
C(sp3)–C(sp3)
coupling
α-bromoboronates.
The
mild
conditions
allow
good
functional
group
tolerance
broad
scope.
application
method
in
late-stage
modification
molecules
further
demonstrates
its
great
potential
organic
synthesis.
Mechanistic
studies
were
also
conducted,
catalytic
cycle
is
proposed.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(24), P. 3588 - 3604
Published: Nov. 1, 2024
Comprehensive
Summary
Vicinal
stereogenic
centers
are
ubiquitous
structural
scaffolds
in
both
natural
products
and
synthetic
compounds,
yet
their
enantioselective
construction
remains
a
significant
challenge
organic
synthesis.
Organoboron
compounds
of
paramount
importance
chemistry
due
to
ability
undergo
facile
transformations,
yielding
diverse
essential
chemical
bonds
such
as
carbon‐carbon,
carbon‐oxygen,
carbon‐nitrogen,
carbon‐halogen
bonds.
Transition‐metal‐catalyzed
asymmetric
borylative
functionalizations
internal
alkenes
offer
promising
strategy
for
the
installation
two
adjacent
chiral
across
carbon‐carbon
By
leveraging
versatile
transformations
newly
introduced
boryl
unit,
this
approach
holds
great
potential
expanding
diversity
vicinal
scaffolds.
In
concise
review,
we
aim
highlight
recent
advancements
transition‐metal‐catalyzed
alkenes,
underscore
utility
constructing
centers,
discuss
unsolved
challenges
future
directions
field.
Key
Scientists
Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(96), P. 13298 - 13316
Published: Jan. 1, 2022
MIDA
boronates
have
been
widely
applied
as
building
blocks
in
the
synthesis
of
natural
products
and
pharmaceuticals
precursors.
This
review
highlights
recent
advances
provides
a
comprehensive
summary
their
reactivity.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(22), P. 4168 - 4172
Published: May 26, 2023
Described
here
is
a
simple
and
efficient
method
to
prepare
organoboron
compounds
through
α-deprotonation
functionalization
of
benzylboronates.
In
addition
alkyl
halides,
chlorosilane,
deuterium
oxide,
trifluoromethyl
alkene
could
also
serve
as
electrophiles
in
this
approach.
Notably,
the
boryl
group
enables
high
diastereoselectivities
when
unsymmetrical
secondary
α-bromoesters
are
used.
This
methodology
exhibits
broad
substrate
scope
atomic
efficiency
offers
an
alternative
C-C
bond
disconnection
for
synthesis
The Chemical Record,
Journal Year:
2022,
Volume and Issue:
22(4)
Published: Jan. 27, 2022
Abstract
Organoboron
compounds
are
highly
important
and
versatile
synthetic
intermediates
for
the
preparation
of
a
wide
range
organic
molecules.
have
drawn
significant
attention
among
chemists
due
to
their
Lewis
acidic
property,
non‐toxicity,
commercial
availability.
Over
last
several
decades,
there
has
been
substantial
development
new
organoboron
compounds,
useful
in
synthesis.
Among
all
other
β‐boryl
carbonyl
ones.
The
appeared
as
promising
various
transformations.
1,4‐conjugate
addition
diboron
reagents
carbon‐carbon
double
bond
presence
different
transition‐metal
catalysts
extensively
reported
by
research
groups
across
globe.
This
mini‐review
outlines
numerous
racemic
well
asymmetric
β‐borylation
methods
developed
date.
Chinese Journal of Chemistry,
Journal Year:
2022,
Volume and Issue:
40(18), P. 2203 - 2211
Published: June 14, 2022
Comprehensive
Summary
The
sustainable
development
of
synthetic
reactions
catalyzed
by
earth‐abundant
metals
is
one
the
principal
goals
in
homogeneous
catalysis.
However,
so
far
most
protocols
are
still
plagued
sophisticated
ligands,
hazardous
activators,
high
catalyst
loading
(1—10
mol%)
and/or
multistep
synthesis
metal
complexes
process
development.
Consequently,
catalysts
with
activity
from
commercially
available
salts
highly
desirable
for
practical
utilization
base
methodology.
Herein,
we
report
generated
situ
a
mixture
catalytic
amounts
Ni(acac)
2
(as
low
as
0.005
and
CsF,
which
found
active
Markovnikov‐selective
hydroboration
vinylarenes,
including
1,1‐disubstituted
vinylarenes
internal
olefins,
affording
wide
range
secondary
tertiary
alkyl
boronates
excellent
yields.
Mechanistic
experiments
indicate
that
key
to
success
this
catalysis
use
combination
pinacolborane
acts
an
effective
activator
,
probably
generating
metastable
Ni
nanoparticles
demonstrate
(TON
up
18800).
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(62)
Published: Aug. 8, 2023
The
synthesis
of
the
first
terminal
mono-boryl
complexes
nickel,
which
are
not
stabilized
by
a
pincer
ligand,
is
reported.
reaction
nickel
bis-boryl
complex
cis-[Ni(i
Pr2
ImMe
)2
(Bcat)2
]
1
(cat=1,2-O2
C6
H4
)
with
small
donor
ligand
PMe3
led
to
complete
exchange
at
reductive
elimination
B2
cat2
and
formation
bis-NHC
adduct
[B2
⋅
(i
3
[Ni(PMe3
)4
2
as
metal-containing
species.
Electrophilic
attack
MeI
on
or
dismutation
trans-[Ni(i
Br2
loss
only
one
boryl
afforded
(Bcat)Br]
4
(Bcat)I]
b.
