Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
12(5)
Опубликована: Апрель 19, 2023
Abstract
Achieving
complex
molecular
assemblies
in
modular
modes
is
always
one
of
the
top
priorities
organic
chemist.
Cyclization/annulation
functionalized
alkynes
through
carbo
metalation
has
an
impactful
swath
synthetic
chemistry.
There
have
recently
been
considerable
contributions
this
arena
uncovering
several
new
chemical
spaces
towards
solutions
for
various
fields
biology.
On
other
hand,
organoboronic
reagents
are
fascinating
reactive
chemprobs,
partake
a
broad
range
transformations.
Particularly
utility
these
carbo‐metalation
subject
high
perusal
To
degree,
tuning
transition‐metal
catalysts
with
organoboranes
and
intriguing
synthesis
classes
acyclic
cyclic
adducts.
Mechanistically,
arylative
cyclizations
proceed
initial
aryl‐metalation
on
which
provides
alkenyl
metal
species,
that
concomitantly
react
pendent
electrophile.
The
stereo‐
regioselective
reactivity
C‐metal
steered
by
chelation
coordinating
group
and/or
electrophile
alkyne.
In
review,
we
focused
critical
achievements
field
emphasis
stereoselective
capture
vinyl
field,
compilation
detailed
mechanistic
pathways
realm
would
be
helpful
to
find
gaps
hence
discover
novel
ACS Catalysis,
Год журнала:
2021,
Номер
11(13), С. 8015 - 8022
Опубликована: Июнь 17, 2021
Ring
strain
plays
an
important
role
in
metal-catalyzed
cyclization
of
1,6-dienes.
Herein,
we
report
a
rhodium(III)-catalyzed
asymmetric
reductive
cyclohexadienone-tethered
α,β-unsaturated
compounds
(1,6-dienes),
including
ketones,
esters,
amides,
sulfone,
and
phosphonate.
The
reactions
undergo
unusual
anti-Michael/Michael
addition
process,
affording
cis-bicyclic
frameworks
with
good
to
high
yields
diastereo-
enantioselectivities.
Furthermore,
several
transformations
the
products
one-pot
preparation
bridged
polycyclic
structure
are
also
presented.
Finally,
DFT
calculations
show
that
enantioselectivity
is
determined
by
initial
olefin
insertion
step
ring
controls
overall
regioselectivity
favors
formation
5,6-bicyclic
products.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(24), С. 4595 - 4602
Опубликована: Ноя. 1, 2023
Abstract
A
substrate‐controlled
[4+1]
annulation
of
sulfoxonium
ylides
with
maleimides
via
Rh(III)‐catalyzed
C−H
bond
activation
is
developed.
The
reaction
2‐methyl‐
N
‐arylmaleimides
in
the
presence
AgNTf
2
diastereoselectively
provides
diversely
functionalized
indanonylpyrroline‐2,5‐dione
derivatives.
Furthermore,
AgBF
4
,
subsequent
leads
to
biologically
intriguing
various
spiroindanonylpyrroline‐2,5‐diones.
This
methodology
offers
a
broad
substrate
scope,
good
functional
group
tolerance,
and
diastereoselectivity.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(9), С. 6237 - 6246
Опубликована: Апрель 11, 2023
Benzocyclic
boronates
have
attracted
increasing
research
interest
in
drug
chemistry
and
organic
synthesis
recent
years.
Herein,
we
report
a
facile
access
to
benzocyclic
through
photopromoted
intramolecular
arylborylation
of
allyl
aryldiazonium
salts.
This
simple
protocol
features
broad
scope,
allowing
the
formation
variously
functionalized
borates
bearing
dihydrobenzofuran,
dihydroindene,
benzothiophene,
indoline
skeletons
under
mild
sustainable
conditions.
Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
12(5)
Опубликована: Апрель 19, 2023
Abstract
Achieving
complex
molecular
assemblies
in
modular
modes
is
always
one
of
the
top
priorities
organic
chemist.
Cyclization/annulation
functionalized
alkynes
through
carbo
metalation
has
an
impactful
swath
synthetic
chemistry.
There
have
recently
been
considerable
contributions
this
arena
uncovering
several
new
chemical
spaces
towards
solutions
for
various
fields
biology.
On
other
hand,
organoboronic
reagents
are
fascinating
reactive
chemprobs,
partake
a
broad
range
transformations.
Particularly
utility
these
carbo‐metalation
subject
high
perusal
To
degree,
tuning
transition‐metal
catalysts
with
organoboranes
and
intriguing
synthesis
classes
acyclic
cyclic
adducts.
Mechanistically,
arylative
cyclizations
proceed
initial
aryl‐metalation
on
which
provides
alkenyl
metal
species,
that
concomitantly
react
pendent
electrophile.
The
stereo‐
regioselective
reactivity
C‐metal
steered
by
chelation
coordinating
group
and/or
electrophile
alkyne.
In
review,
we
focused
critical
achievements
field
emphasis
stereoselective
capture
vinyl
field,
compilation
detailed
mechanistic
pathways
realm
would
be
helpful
to
find
gaps
hence
discover
novel