Journal of Physical Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
36(2)
Published: Sept. 7, 2022
Abstract
Functionalization
at
target
site
is
an
extremely
challenging
subject
for
surface
modification
of
o
‐carborane.
It
a
common
tactic
to
introduce
directing
group
onto
the
C(2)–H
vertex
induce
exclusive
B(4,5)–H
functionalizations.
In
this
study,
was
investigated.
The
computational
results
indicate
that
formal
[4
+
2]
annulation
going
via
reductive
elimination
mechanism
has
kinetic
priority
than
alkenylation
decarboxylation
mechanism.
This
in
excellent
agreement
with
experimental
carborano‐isocoumarin
as
major
product.
Given
alkyne
insertion
product,
protonation
alkene
likely
occur
before
followed
by
carborane.
HOPiv
regioselectivity
determining
step,
and
non‐covalent
interaction
analysis
discloses
it
steric
repulsion
methyl
on
C(1)
atom
carborane
towards
iridacycle
Cp
*
causes
higher
barrier
B(3)–H
activation,
which
finally
leads
specific
B(4)–H
functionalization.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(10), P. 6974 - 6986
Published: May 4, 2024
A
LiBr-promoted
formal
C(sp3)–H
bond
insertion
reaction
between
β-carbonyl
esters
and
sulfoxonium
ylides
is
established.
This
practical
has
a
wide
range
of
substrate
scope
for
both
to
give
variety
1,4-dicarbonyl
compounds
with
43–94%
yields.
The
features
transition-metal-free
conditions
exclusive
C-alkylation
chemselectivity.
use
bench-stable
overcomes
previous
methods
that
require
transition
metal
as
catalysts
unstable
diazo
or
toxic
haloketones
alkylation
reagents.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(32), P. 5989 - 5994
Published: Aug. 4, 2023
Iridium(III)-catalyzed
regioselective
B(4)-H
amination
is
developed
from
the
reaction
of
o-carborane
acids
with
sulfilimines
without
any
oxidants
under
mild
conditions,
which
leads
to
a
wide
range
aminated
o-carboranes
in
good
yields
broad
substrate
scope.
Moreover,
selective
B(3,6)-diamination
acid
was
achieved.
The
present
attractive
practical
point
view
because
dibenzothiophene
quantitatively
recovered
and
reused.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(28), P. 5940 - 5945
Published: July 11, 2024
The
most
convenient
and
direct
method
of
synthesizing
an
α-acyloxy
ketone
is
the
reaction
a
diazo
compound
with
carboxylic
acid
via
O-H
insertion.
However,
due
to
limitations
in
preparing
storing
compounds,
application
this
restricted.
In
study,
Cu(OAc)
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(21), P. 15198 - 15208
Published: Oct. 20, 2023
A
rhodaelectro-catalyzed
C2-H
selectively
decarboxylative
alkenylation
of
3-carboxy-1H-indoles
employing
electricity
as
the
traceless
terminal
oxidant
has
been
accomplished.
The
weakly
coordinating
carboxyl
group
serves
directing
groups.
External
oxidant-free
in
an
undivided
cell
with
constant
current
aqueous
solution
ensures
C-H
to
be
viable
and
sustainable.
iScience,
Journal Year:
2023,
Volume and Issue:
27(1), P. 108605 - 108605
Published: Dec. 1, 2023
An
unprecedented
strategy
for
preparing
a
series
of
sulfur
ylides
through
electro-oxidative
quinylation
sulfides
in
batch
and
continuous
flow
has
been
developed.
Good
to
excellent
yields
were
obtained
with
functional
group
compatibility
good
concentration
tolerance
under
exogenous
oxidant-
transition
metal-free
conditions.
Advantageously,
this
electrosynthesis
methodology
was
scalable
higher
daily
production
steady
achieved
attributing
the
use
micro-flow
cells.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(16), P. 11073 - 11089
Published: Aug. 10, 2022
A
novel
methodology
for
redox-neutral
[4
+
1]
annulation
of
unactivated
alkenes
with
sulfoxonium
ylides
leads
to
the
synthesis
a
diverse
library
indanone
compounds.
The
developed
reaction
was
found
be
highly
versatile
due
its
compatibility
various
functionalized
sensitive
functional
groups
as
well
substituted
ylides.
Further,
multiple
transformations
such
ring-expansion,
reduction,
aldol
condensation,
and
Wittig
were
carried
out
indanones.
Using
this
way,
useful
cyclic
heterocycles
indene,
dihydroisocoumarin,
1-indanilidene
prepared
in
single
step.
possible
mechanism
supported
by
deuterium
labeling
studies,
competitive
kinetic
isotopic
studies.
