Synthesis, reactions and application of chalcones: a systematic review
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(26), P. 5317 - 5346
Published: Jan. 1, 2023
Chalcones,
Reactions,
Synthesis,
Biological
activity,
Industrial
application.
Language: Английский
Ring‐Opening Cross‐Coupling/Cyclization Reaction of Cyclopropanols with Organic Compounds
Fatemeh Doraghi,
No information about this author
Seyedeh Pegah Aledavoud,
No information about this author
Azadeh Fakhrioliaei
No information about this author
et al.
ChemistrySelect,
Journal Year:
2023,
Volume and Issue:
8(32)
Published: Aug. 23, 2023
Abstract
Cyclopropanols,
due
to
their
particular
chemistry,
can
participate
in
various
synthetic
reactions
with
retention
or
cleavage
of
the
strained
three‐membered
ring.
Direct
cross‐coupling
ring‐opening
reaction
such
molecules
access
organic
compounds,
as
ketones
has
great
importance
medicinal
chemistry
and
material
sciences.
Hence,
coupling
reaction/cyclization
cyclopropanols
for
constructing
new
valuable
presence
a
transition
metal
catalyst
under
metal‐free
conditions
is
described
this
context.
The
features
are
discussed,
mechanisms
challenging
highlighted.
Language: Английский
Palladium Catalysis Enabled Sequential C(sp3)–H/C–C Activation: Access to Vinyl γ-Lactams
Madhab Barman,
No information about this author
Manmath Mishra,
No information about this author
Santu Mandal
No information about this author
et al.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(18), P. 3722 - 3726
Published: April 28, 2024
A
Pd(II)-catalyzed
tandem
reaction
of
aliphatic
amides
with
vinylcyclopropanes
(VCPs)
was
accomplished
by
merging
C(sp3)–H
and
C–C
activation.
The
VCP
revealed
alkenylation/cyclization,
followed
ring
opening
via
cleavage,
delivering
vinyl
γ-lactams
(E)-selectivity.
role
ligands,
site-selectivity,
functional
group
diversity,
mechanistic
insight,
synthetic
utilities
are
important
practical
features.
Language: Английский
Visible-light or sunlight photoredox-catalyzed β-selective acylation of alkenes to access α, β-unsaturated ketones
Xun Yang,
No information about this author
Yuxuan Xiao,
No information about this author
Ying Yin
No information about this author
et al.
Organic Chemistry Frontiers,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
A
general
method
for
accessing
α,β-unsaturated
ketones
through
visible-light
or
sunlight
photoredox-catalyzed
β-selective
acylation
of
alkenes
has
been
developed.
Language: Английский
Promoting Catalytic C-Selective Sulfonylation of Cyclopropanols against Conventional O-Sulfonylation Using Readily Available Sulfonyl Chlorides
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(19), P. 13553 - 13567
Published: Sept. 14, 2023
Against
the
backdrop
of
well-known
O-sulfonylation
cyclopropyl
alcohols
with
sulfonyl
chlorides,
we
examined
feasibility
conducting
regioselective
C-sulfonylation.
By
emulating
an
umpolung
strategy-guided
design,
report
for
first
time
Cu(II)-catalyzed
β-sulfonylation
cyclopropanols
by
a
mechanism
that
potentially
involves
oxidative
addition
radical
to
metal
homoenolate.
Unlike
reported
methods,
this
protocol
allows
practical
synthetic
route
γ-keto
sulfone
building
blocks
from
leveraging
commercially
available
aryl-
and
alkyl-sulfonyl
common
reagents
in
organic
chemistry
laboratories.
Using
operationally
simple
open-flask
conditions,
preparative
scope
starting
materials
was
demonstrated
using
array
alkyl-substituted
chlorides
(43
examples,
up
96%
yield).
Language: Английский
Electrophilic Hydrazination of Cyclopropanols Using Azodicarboxylates via Copper(II) Catalysis: An Umpolung Strategy to Access β-Hydrazino Ketone Motifs
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(21), P. 14596 - 14608
Published: Oct. 3, 2022
The
scope
of
an
umpolung
approach
to
expand
synthetic
access
bifunctional
γ-keto
hydrazine
intermediates
via
electrophilic
amination
β-homoenolates
derived
from
cyclopropanol
precursors
that
took
advantage
azodicarboxylates
or
azodicarboxamides
as
electron-deficient
nitrogen
sources
was
examined.
This
new
procedure
avails
commercially
available
readily
accessible
starting
materials
along
with
a
ligand-free
Cu(II)
salt
inexpensive
catalyst.
Using
this
operationally
simple
reaction,
which
proceeds
under
mild
conditions
(open-flask
and
ambient
temperature)
is
suitable
for
multigram
scale,
preparative
applications
were
established
range
aryl-
alkyl-substituted
cyclopropanols
azodicarboxylate/azodicarboxamide
substrates
(26
examples,
74-95%
yields).
Further,
the
obtained
products
have
been
shown
provide
convenient
γ-hydroxy
hydrazide,
γ-amino
heterocyclic
derivatives.
Language: Английский
Synthesis of Vicinal anti-Amino Alcohols from N-tert-Butanesulfinyl Aldimines and Cyclopropanols
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(9), P. 6193 - 6204
Published: April 13, 2024
The
stereoselective
synthesis
of
vicinal
amino
alcohols
derivatives
from
1-substituted
cyclopropanols
and
chiral
Language: Английский
Synthetic Access to α-Oxoketene Aminals by the Nucleophilic Addition of Enol Silane-Derived Palladium(II) Enolates to Carbodiimides
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(21), P. 14778 - 14792
Published: Oct. 26, 2022
Synthetically
important
α-oxoketene
aminal
intermediates
can
now
be
accessed
from
readily
available
and
inexpensive
carbodiimides
as
starting
materials
via
the
nucleophilic
addition
of
palladium
enolates
derived
enol
silane
precursors.
This
operationally
simple
method
features
mild
reaction
conditions,
including
open
air
atmosphere,
ligand-free
metal
catalysis,
broad
substrate
scope,
multi-gram
scalability.
Select
synthetic
applications
that
take
advantage
enamine
character
aminals
involve
C-nucleophilic
additions
to
electrophilic
systems,
an
α,β-unsaturated
ester,
azo
dicarboxylate,
aralkyl
halide,
aldehyde,
are
demonstrated.
Language: Английский
Examining the Scope of Deriving β-Aryl Enones from Enol Silanes as Ketone Equivalents via Pd(II)-Mediated Sequential Dehydrosilylation and Arylation
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(11), P. 7256 - 7271
Published: May 16, 2023
Silyl
enol
ethers
were
examined
as
a
masked
source
of
saturated
ketones
to
derive
β-aryl
enones
and
their
derivatives
by
dehydrosilylation
generate
in
situ
subsequent
oxidative
arylation
with
arylboronic
acids
transmetallation
coupling
partners
using
relayed
Pd(II)
catalysis
one
pot
under
base-free
conditions.
Oxygen
was
found
be
an
efficient
green
oxidant
enable
both
silanes
arylation.
Additionally,
conditions
can
custom-designed
take
advantage
aryl
halides
alternative
arylating
agents.
The
preparative
scope
investigated
35
examples
(up
95%
yield),
mechanistic
studies
implied
cationic
Pd(II)-based
catalytic
system.
Language: Английский