Chemistry - An Asian Journal,
Год журнала:
2024,
Номер
19(6)
Опубликована: Янв. 23, 2024
An
efficient
and
practical
method
for
the
N-alkynylation
of
7-azaindoles
has
been
established
by
using
CuI/DMAP
catalytic
system
at
room
temperature
in
open
air.
This
simple
protocol
successfully
employed
synthesis
a
wide
range
N-alkynylated
with
good
yields.
Also,
this
approach
is
well-suited
large-scale
reactions.
The
designed
were
further
subjected
to
Cu-/Ir-catalyzed
alkyne-azide
cycloaddition
(CuAAC/IrAAC)
or
"click"
reaction
rapid
1,4-/1,5
disubstituted
1,2,3-triazole
decorated
7-azaindoles.
A
mechanistic
study
based
on
density
functional
theory
(DFT)
calculations
ultraviolet-visible
(UV)
spectroscopic
studies
revealed
that
CuI
DMAP
combination
formed
[Cu
Organic Letters,
Год журнала:
2022,
Номер
24(29), С. 5462 - 5467
Опубликована: Июль 18, 2022
A
novel
dehydrogenative
dicarbofunctionalization
of
vinyl
arenes
with
polyfluoroarenes
and
unactivated
alkanes
enabled
by
copper
catalysis
has
been
accomplished
under
mild
conditions.
This
transformation
provides
a
regioselective
route
to
highly
functionalized
polyfluoroaryl
compounds
that
occur
as
structural
scaffolds
in
variety
pharmaceuticals
materials.
Preliminary
mechanistic
studies
indicate
the
carbon-based
radical
intermediate
are
involved
reaction,
reaction
pathway
is
dominated
bond
dissociation
energy
(BDE)
C(sp3)-H
bonds.
Physical Chemistry Chemical Physics,
Год журнала:
2022,
Номер
24(34), С. 20409 - 20425
Опубликована: Янв. 1, 2022
We
report
the
evaluation
of
density-functional-theory
(DFT)
based
procedures
for
predicting
19F
NMR
chemical
shifts
at
modest
computational
cost
a
range
molecules
with
fluorine
bonds,
to
be
used
as
tool
assisting
characterisation
reaction
intermediates
and
products
an
aid
identifying
mechanistic
pathways.
The
results
balanced
learning
set
were
then
checked
using
two
further
testing
sets,
resulting
in
recommendation
ωB97XD/aug-cc-pvdz
DFT
method
basis
having
best
combination
accuracy
time,
RMS
error
3.57
ppm.
Cationic
calculated
without
counter-anion
showed
normal
errors,
whilst
anionic
somewhat
larger
errors.
was
applied
prediction
conformationally
averaged
2,2,3,3,4,4,5,5-octafluoropentan-1-ol,
which
gauche
stereoelectronic
effects
involving
dominate
determining
position
coordination
equilibria
fluorinated
boranes
verifying
relative
energies
intermediate
species
involved
catalytic
amidation
reactions
boron
catalysts.
Angewandte Chemie,
Год журнала:
2021,
Номер
133(51), С. 26914 - 26921
Опубликована: Окт. 5, 2021
Abstract
The
intermolecular
asymmetric
radical
oxidative
C(sp
3
)−C(sp)
cross‐coupling
of
)−H
bonds
with
readily
available
terminal
alkynes
is
a
promising
method
to
forge
chiral
because
the
high
atom
and
step
economy,
but
remains
underexplored.
Here,
we
report
copper‐catalyzed
(hetero)benzylic
(cyclic)allylic
C−H
that
occurs
excellent
enantioselectivity.
Critical
success
rational
design
oxazoline‐derived
N,N,P(O)‐ligands
not
only
tolerate
strong
conditions
which
are
requisite
for
hydrogen
abstraction
(HAA)
processes
also
induce
challenging
enantiocontrol.
Direct
access
range
synthetically
useful
benzylic
1,4‐enynes,
site‐selectivity
among
similar
bonds,
facile
synthesis
enantioenriched
medicinally
relevant
compounds
make
this
approach
very
attractive.
Chemistry - An Asian Journal,
Год журнала:
2024,
Номер
19(6)
Опубликована: Янв. 23, 2024
An
efficient
and
practical
method
for
the
N-alkynylation
of
7-azaindoles
has
been
established
by
using
CuI/DMAP
catalytic
system
at
room
temperature
in
open
air.
This
simple
protocol
successfully
employed
synthesis
a
wide
range
N-alkynylated
with
good
yields.
Also,
this
approach
is
well-suited
large-scale
reactions.
The
designed
were
further
subjected
to
Cu-/Ir-catalyzed
alkyne-azide
cycloaddition
(CuAAC/IrAAC)
or
"click"
reaction
rapid
1,4-/1,5
disubstituted
1,2,3-triazole
decorated
7-azaindoles.
A
mechanistic
study
based
on
density
functional
theory
(DFT)
calculations
ultraviolet-visible
(UV)
spectroscopic
studies
revealed
that
CuI
DMAP
combination
formed
[Cu
