European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
26(37)
Published: July 19, 2023
Abstract
A
novel
I
2
‐DMSO‐mediated
cascade
cyclization
approach
for
synthesizing
2‐hydroxy‐pyrrol‐3(2
H
)‐one
scaffold
from
readily
accessible
β
‐ketosulfoxonium
ylides
and
‐enaminone
derivatives
has
been
developed.
Under
metal‐free
mild
conditions,
this
transformation
facilitates
the
formation
of
one
C−C
bond
C−N
in
a
single
reaction
vessel,
exhibiting
wide
range
functional
group
compatibility.
In
addition,
method
added
an
active
hydroxyl
to
quaternary
carbon
center.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(23), P. 4286 - 4291
Published: June 2, 2023
Two
categories
of
tetrasubstituted
phenols
were
prepared
via
the
cycloaddition
reaction
vinyl
sulfoxonnium
ylides
with
cyclopropenones
in
a
switchable
manner.
Copper
carbenoid
was
proposed
as
active
intermediate
process
2,3,4,5-tetrasubstituted
formation,
while
2,3,5,6-tetrasubstituted
generated
direct
[3
+
3]
annulation
under
metal-free
conditions.
Further
synthetic
applications
also
demonstrated.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(7), P. 1214 - 1217
Published: Feb. 9, 2023
An
efficient
catalyst-
and
additive-free
facile
synthesis
of
α-carbonyl-α′-amide
sulfoxonium
ylides
from
isocyanates
β-ketosulfoxonium
with
complete
atom
economy
has
been
described.
The
adorned
various
functional
groups
were
well-tolerated
afforded
moderate
to
high
yields
the
ylide
derivatives.
Finally,
using
large-scale
reactions
converting
synthesized
into
other
valuable
compounds,
we
demonstrated
practicality
this
synthetic
method.
RSC Mechanochemistry,
Journal Year:
2024,
Volume and Issue:
1(1), P. 38 - 42
Published: Jan. 1, 2024
α-Ketothioamides
are
formed
by
a
mechanochemical
solvent-free
Willgeroth–Kindler-type
reaction
starting
from
acetophenone
derivatives,
amines,
and
elemental
sulfur.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(27), P. 5811 - 5816
Published: June 28, 2024
A
practical
strategy
for
the
construction
of
diverse
phosphonyl
and
thiofunctionalized
sulfoxonium
ylides
via
controllable
monofunctionalization
hybrid
I(III)/S(VI)
is
presented.
This
process
allows
efficient
P–H
insertion
under
Cu
catalysis,
enabling
synthesis
ylides,
whereas
reaction
with
sulfur-containing
reagents
including
AgSCF3,
KSC(S)OR,
KSCN
mild
conditions
resulted
in
α-trifluoromethylthiolation,
dithiocarbanation,
thiocyanation
accordingly.
Of
note,
wide
substrate
compatibility
(108
examples),
excellent
efficiency
(up
to
99%
yield),
gram-scale
experiments,
various
product
derivatizations
highlight
synthetic
utility
this
protocol.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(28), P. 5329 - 5332
Published: July 7, 2023
A
novel
straightforward
and
catalyst-free
approach
for
synthesizing
quinoxaline
derivatives
from
sulfoxonium
ylides
o-phenylenediamines
mediated
by
elemental
sulfur
has
been
described.
Due
to
the
simple
mild
reaction
conditions,
decorated
with
different
functional
groups
furnished
moderate
high
yields
of
were
well
tolerated.
Finally,
large-scale
reactions,
synthesis
pyrazines,
some
bioactive
compounds
are
used
illustrate
potential
utility
developed
approach.
Molecules,
Journal Year:
2023,
Volume and Issue:
28(8), P. 3527 - 3527
Published: April 17, 2023
Compounds
possessing
a
thioamide
function
play
crucial
role
in
organic
synthesis,
serving
as
key
building
blocks.
They
are
also
important
the
pharmaceutical
chemistry
and
drug
design,
owing
to
their
ability
mimic
amide
biomolecules
while
retaining
or
developing
biological
activity.
From
synthetic
viewpoint,
several
methods
have
been
developed
for
preparing
thioamides
using
sulfuration
agents.
The
purpose
of
this
review
is
give
an
update
last
decade
contributions
focusing
on
formation
employing
different
sulfur
sources.
When
appropriate,
cleanness
practicality
new
highlighted.
Beilstein Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
19, P. 231 - 244
Published: March 2, 2023
An
operationally
simple
and
metal-free
approach
is
described
for
the
synthesis
of
pyrazole-tethered
thioamide
amide
conjugates.
The
thioamides
were
generated
by
employing
a
three-component
reaction
diverse
pyrazole
C-3/4/5
carbaldehydes,
secondary
amines,
elemental
sulfur
in
single
synthetic
operation.
advantages
this
developed
protocol
refer
to
broad
substrate
scope,
easy
perform
conditions.
Moreover,
C-3/5-linked
conjugates
also
synthesized
via
an
oxidative
amination
carbaldehydes
2-aminopyridines
using
hydrogen
peroxide
as
oxidant.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(13), P. 8268 - 8278
Published: May 24, 2023
We
here
described
a
method
to
synthesize
α-keto
amides
from
simple
sulfoxonium
ylides
and
secondary
amines
under
the
catalysis
of
copper.
This
transformation
involved
very
clean
catalytic
system,
substrates
could
be
extended
aryl,
heteroaryl,
tert-butyl
give
diversified
with
good
yields.
Additionally,
mechanistic
studies
indicated
that
α-carbonyl
aldehyde
might
key
intermediate
in
reaction
system.
ChemistrySelect,
Journal Year:
2024,
Volume and Issue:
9(30)
Published: Aug. 6, 2024
Abstract
tert‐
Butyl
hydroperoxide
(tBuOOH,
TBHP)
is
a
commonly
used
in
many
oxidation
processes.
The
primary
factors
contributing
to
the
increasing
usefulness
of
TBHP
include
its
affordability,
eco‐friendliness,
exceptional
efficacy,
and
capacity
substitute
harmful
or
rare
heavy
metal
oxidants.
In
this
sexennial
update,
we
thoroughly
critically
examined
most
noteworthy
applications
C−H
functionalization
heteroatom‐heteroatom
bond
formation
reactions
from
2018
till
present.
review
has
been
subdivided
based
on
nature
bonds
being
formed.
focuses
advantages
disadvantages
using
synthetic
organic
transformations,
as
well
breadth
their
use
underlying
mechanisms
involved.
