Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 14, 2024
Comprehensive
Summary
A
copper‐catalyzed
cyanation/diarylmethylation
of
formamides
has
been
developed
for
the
synthesis
α‐cyano
functionalized
tetra‐substituted
olefins
by
utilizing
para
‐quinone
methides
(
p
‐QMs)
and
trimethylcyanosilane
as
functionalization
sources.
Various
kinds
‐QMs
are
well
tolerated,
delivering
desired
products
with
72%—94%
yields,
demonstrating
broad
functional
group
tolerance.
Notably,
reaction
does
not
require
noble
metals
proceeds
regioselectively
under
mild
conditions.
Based
on
step‐by‐step
control
experiments,
Hammett
studies
DFT
calculation,
a
plausible
mechanism
is
proposed.
Precision Chemistry,
Journal Year:
2024,
Volume and Issue:
2(5), P. 208 - 220
Published: April 23, 2024
The
catalytic
asymmetric
diastereodivergent
synthesis
of
axially
chiral
2-alkenylindoles
was
established
via
phosphoric
acid-catalyzed
addition
reactions
C3-unsubstituted
with
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(8), P. 1670 - 1706
Published: Feb. 29, 2024
Abstract
The
Friedel‐Crafts
reaction
stands
as
a
powerful
synthetic
tool
for
C−H
functionalization
of
aromatic
feedstocks,
which
is
conventionally
realized
through
electrophilic
alkylation
and
acylation.
burgeoning
interests
in
axially
chiral
compounds
across
diverse
fields
have
spurred
extensive
exploration
this
classic
transformation
catalytic
atroposelective
synthesis.
Consequently,
the
past
decade
has
witnessed
rapid
expansion
various
non‐canonical
reactions,
including
arylation,
alkenylation,
halogenation,
sulfenylation,
amination
aryl
bonds,
thereby
delving
into
new
chemical
spaces.
A
range
methods
been
devised
these
significant
arene
functionalization.
This
review
provides
comprehensive
overview
cutting‐edge
synthesis
atropoisomers
categorized
three
parts
based
on
type
bond
formation
aromatics:
C(
sp
2
)−C(
3
)
formations,
formations
)−heteroatom
formations.
richness
electrophiles
modulation
atroposelectivity
by
organocatalysts,
particularly
Brønsted
acids,
are
elucidated.
We
anticipate
that
repertoire
asymmetric
will
continue
to
flourish
be
demonstrated
not
only
scientific
researches
but
also
industrial
organic
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(17), P. 12559 - 12575
Published: Aug. 27, 2024
The
catalytic
atroposelective
synthesis
of
N–N
axially
chiral
indolylamides
was
established
via
dynamic
kinetic
resolution,
which
makes
use
Lewis
base-catalyzed
asymmetric
acylation
N-acylaminoindoles
as
a
new
type
platform
molecule
with
anhydrides.
By
this
strategy,
series
were
synthesized
in
overall
good
yields
(up
to
98%)
excellent
enantioselectivities
99%
ee).
Moreover,
some
these
display
extent
anticancer
activity,
demonstrates
their
potential
application
medicinal
chemistry.
Therefore,
work
has
not
only
provided
strategy
for
the
monoaryl
indoles
but
also
offered
member
configurational
stability
and
promising
application,
thereby
solving
challenges
indoles.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
64(1)
Published: Aug. 30, 2024
The
control
of
enantioselectivity
in
radical
cation
reactions
presents
long-standing
challenges,
despite
a
few
successful
examples.
We
introduce
novel
strategy
asymmetric
counteranion-directed
electrocatalysis
to
address
chemistry.
This
concept
has
been
successfully
demonstrated
two
reactions:
an
dehydrogenative
indole-phenol
[3+2]
coupling
and
atroposelective
C-H/N-H
coupling.
These
have
enabled
the
synthesis
benzofuroindolines
C-N
axially
chiral
indoles
with
high
yields
excellent
enantiomeric
excesses.
Detailed
mechanistic
studies
confirmed
radical-radical
mechanism.
Moreover,
density
functional
theory
(DFT)
calculations
supported
indole
as
pivotal
intermediate,
rather
than
neutral
indolyl
radical,
shedding
new
light
on
underlying
processes
driving
these
reactions.
Molecules,
Journal Year:
2024,
Volume and Issue:
29(11), P. 2481 - 2481
Published: May 24, 2024
Quinone
imines
are
important
derivatives
of
quinones
with
a
wide
range
applications
in
organic
synthesis
and
the
pharmaceutical
industry.
The
attack
nucleophilic
reagents
on
quinone
tends
to
lead
aromatization
skeleton,
resulting
both
high
reactivity
unique
imines.
extreme
value
construction
nitrogen-
or
oxygen-containing
heterocycles
has
attracted
widespread
attention,
remarkable
advances
have
been
reported
recently.
This
review
provides
an
overview
application
cyclic
compounds
via
domino
annulation
reaction.
Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Aug. 21, 2024
Abstract
A
Brønsted
acid
catalyzed
direct
and
dual
C−H
amination
of
carbazoles
indolocarbazoles
with
N
‐Ts
iminoquinone
acetal
is
reported.
It
characterized
that
the
mentioned
was
determined
by
selection
catalysts
molar
ratio
starting
materials.
The
efficiency
this
protocol
showcased
diverse
carbazolylamine
indolocarbazolylamine
assemblies.
late‐stage
functionalization
a
series
natural
products
fully
illustrates
synthetic
value
methodology.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(31), P. 6586 - 6590
Published: July 30, 2024
A
rhodium-catalyzed
[4
+
2]
cycloaddition
of
ynamines
and
2-(cyanomethyl)phenylboronates
has
been
developed,
leading
to
efficient
excellent
regioselective
synthesis
valuable
indole-linked
aromatic
compounds
in
a
concise
flexible
approach.
Interestingly,
this
strategy
was
successful
the
construction
C···N
axially
chiral
indoles
with
high
enantiocontrol
by
introduction
new
phosphoramidite
ligand
(Xie-Phos).
Angewandte Chemie,
Journal Year:
2024,
Volume and Issue:
137(1)
Published: Aug. 30, 2024
Abstract
The
control
of
enantioselectivity
in
radical
cation
reactions
presents
long‐standing
challenges,
despite
a
few
successful
examples.
We
introduce
novel
strategy
asymmetric
counteranion‐directed
electrocatalysis
to
address
chemistry.
This
concept
has
been
successfully
demonstrated
two
reactions:
an
dehydrogenative
indole‐phenol
[3+2]
coupling
and
atroposelective
C−H/N−H
coupling.
These
have
enabled
the
synthesis
benzofuroindolines
C−N
axially
chiral
indoles
with
high
yields
excellent
enantiomeric
excesses.
Detailed
mechanistic
studies
confirmed
radical‐radical
mechanism.
Moreover,
density
functional
theory
(DFT)
calculations
supported
indole
as
pivotal
intermediate,
rather
than
neutral
indolyl
radical,
shedding
new
light
on
underlying
processes
driving
these
reactions.
