Chemical Communications,
Год журнала:
2023,
Номер
59(80), С. 11983 - 11986
Опубликована: Янв. 1, 2023
Previously
available
ketyl
radical
cyclization
conditions
suffer
from
low
and
uncontrollable
diastereoselectivity
because
of
the
absence
reagent-substrate
interactions.
In
this
report,
stereochemical
modulation
was
accomplished
by
taking
advantage
pyridine-boryl
radical,
which
leaves
synthetically
modifiable
boronate
moiety
on
carbonyl
oxygen
near
reacting
center
during
stereo-determining
step.
consequence,
a
catalytic
diastereoselective
synthesis
trans-2-substituted-1-indanols
achieved
in
presence
sterically
congested
six-membered
diboronic
ester
an
efficient
hydrogen
atom
donor.
Angewandte Chemie International Edition,
Год журнала:
2022,
Номер
61(52)
Опубликована: Ноя. 8, 2022
Abstract
Ring
structures
such
as
pyridine,
cyclopentane
or
their
combinations
are
important
motifs
in
bioactive
molecules.
In
contrast
to
previous
cycloaddition
reactions
that
necessitated
a
directly
bonded
initiating
functional
group,
this
work
demonstrated
novel
through‐(hetero)arene
radical
transmission
concept
for
selective
activation
of
remote
bond.
An
efficient,
metal‐free
and
atom‐economical
[3+2]
between
4‐pyridinyl
cyclopropanes
alkenes
alkynes
has
been
developed
modular
synthesis
pyridine‐substituted
cyclopentanes,
cyclopentenes
bicyclo[2.1.1]hexanes
difficult
access
using
known
methods.
This
complexity‐building
reaction
was
catalyzed
by
very
simple
inexpensive
diboron(4)
compound
took
place
via
dearomative/rearomative
processes.
The
substrate
scope
broad
more
than
100
new
compounds
were
prepared
generally
high
yields.
Mechanistic
experiments
density
function
theory
(DFT)
investigation
supported
relay
catalytic
cycle
involving
alkylidene
dihydropyridine
intermediates
boronyl
transfer.
Organic Letters,
Год журнала:
2023,
Номер
25(40), С. 7298 - 7303
Опубликована: Окт. 3, 2023
An
unprecedented
protocol
for
a
Rh(III)-catalyzed
[3
+
2]
annulation
from
simple
and
readily
available
enaminones
iodonium
ylides
has
been
developed.
The
novel
strategy
allows
access
to
new
class
of
structurally
diverse
tetrahydro-indolones
with
high
efficiency
broad
substrate
scope.
In
addition,
this
transformation
represents
the
first
example
selective
alkenyl
C–H
bond
functionalization
enaminones.
Finally,
potential
applications
are
demonstrated
through
gram-scale
reaction
late-stage
modification.
Organic Letters,
Год журнала:
2023,
Номер
25(39), С. 7214 - 7219
Опубликована: Сен. 26, 2023
A
novel
Rh(III)-catalyzed
cascade
alkenyl
C-H
activation/[3
+
2]
annulation/pinacol
rearrangement
reaction
of
enaminones
with
iodonium
ylides
has
been
developed.
This
methodology
provides
a
new
and
straightforward
synthetic
strategy
to
afford
highly
functionalized
2-spirocyclo-pyrrol-3-ones
in
satisfactory
yield
from
readily
available
starting
materials
under
mild
conditions.
Moreover,
gram-scale
reactions
further
derivatization
experiments
are
implemented
demonstrate
the
potential
utility
this
developed
approach.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(14), С. 3906 - 3912
Опубликована: Янв. 1, 2024
A
chemodivergent
and
skeleton-controllable
annulation
reactions
of
readily
available
o
-HPEs
aryldiazonium
salts
was
described
for
the
synthesis
highly
functionalized
pyridazine-fused
chromones
with
high
antiviral
activity
higher
safety.
Chemistry - A European Journal,
Год журнала:
2023,
Номер
29(28)
Опубликована: Фев. 24, 2023
Using
benzylamines
as
the
C4
source
of
1,4-dihydropyridines
(1,4-DHPs),
a
Cu-catalyzed
oxidative
[1+2+1+2]
cascade
cyclization
for
synthesis
1,4-DHPs
was
firstly
developed.
A
broad
range
easily
available
N,N-dimethyl
enaminones
and
are
employed
smoothly
to
provide
diverse
with
high
efficiency.
This
method
is
performed
by
one-pot
C(sp3
)-H
bond
functionalization/C(sp3
)-N
cleavage/cyclization
strategy
form
simultaneously
two
)-C(sp2
)
bonds,
C(sp2
1,4-DHP
ring.
Organic Letters,
Год журнала:
2023,
Номер
25(7), С. 1192 - 1197
Опубликована: Фев. 13, 2023
A
cost-effective,
highly
regioselective
and
metal-free
version
for
the
synthesis
of
indolizine
derivatives
by
means
Tf2O-mediated
cascade
reaction
pyridyl-enaminones
thiophenols/thioalcohols
under
mild
conditions
has
been
reported.
Diverse
electron-rich
could
be
obtained
in
up
to
94%
yield
via
selective
1,4-addition
vinyl
iminium
triflate
tandem
cyclization/aromatization,
which
allowed
simultaneous
construction
C–N
C–S/and
one
example
C–Se
bonds.
Chemical Communications,
Год журнала:
2023,
Номер
60(4), С. 432 - 435
Опубликована: Дек. 5, 2023
Highly
functionalized
benzodiazepine
skeletons
were
efficiently
synthesized
via
a
Rh(
iii
)-catalyzed
selective
mono-
and
dual-C–H
bond
functionalization/cyclization
reaction
between
readily
available
1-aryl-5-aminopyrazoles
iodonium
ylides
under.
Advanced Synthesis & Catalysis,
Год журнала:
2022,
Номер
364(24), С. 4440 - 4446
Опубликована: Дек. 2, 2022
Abstract
A
silver‐catalyzed
protocol
for
the
synthesis
of
3‐(1
H
‐isochromen)‐chromones
is
described.
The
method
involves
an
initial
6‐endo‐dig
cyclization
o
‐alkynylbenzaldehydes
and
domino
C−H
alkylation
chromone
annulation
‐hydroxyarylenaminones,
which
enables
installation
1
‐isochromen
in
a
single
structure.
This
synthetic
strategy
advantageous
excellent
regioselectivity,
step
economy,
concise
one‐pot
methodology,
gram‐scale
synthesis,
as
well
high
bond‐forming
efficiency.
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