Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 8, 2024
Abstract
Herein,
we
report
the
development
of
photoredox‐catalyzed
N−H
insertion
sulfoxonium
ylides
with
amines
via
oxidative
single‐electron
transfer
(SET).
These
reactions
exhibit
broad
substrate
scope
(32
examples)
and
offer
operationally
simple,
scalable
procedures
for
accessing
α
‐ketoamides
in
a
single
step.
Mechanistic
studies
control
experiments
confirm
participation
photogenerated
carbon
radical
facilitating
(SET)
from
to
initiate
reaction.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(11), С. 3234 - 3241
Опубликована: Янв. 1, 2024
Herein,
we
present
a
cascade
O–H
double
insertion
reaction
between
I
(III)
/S
(VI)
-ylides,
carboxylic
acids,
and
alcohols
under
metal-free
conditions,
enabling
the
modular
synthesis
of
unsymmetrical
α,α-
O
,
-substituted
ketones.
Organic Letters,
Год журнала:
2024,
Номер
26(31), С. 6736 - 6741
Опубликована: Июль 29, 2024
A
visible-light-induced
photoredox
three-component
carbocyclization
reaction
of
1,7-enynes
with
sulfoxonium
ylides
and
water
is
reported.
The
protocol
provides
a
facile
entry
to
structurally
valuable
highly
functionalized
cyclopenta[c]quinoline
scaffolds
in
chemoselective
stereoselective
manner.
Salient
features
this
method
include
redox-neutral
conditions,
no
requirement
base
or
other
additive,
good
functional-group
tolerance.
The
rare
[1,2]-sigmatropic
rearrangement
of
sulfoxonium-iodonium
hybrid
ylides
is
described,
which
enables
the
efficient
sulfoxidation/sulfonylation-alkylation
I(III)/S(VI)
with
1,3-dicarbonyls.
By
slight
modification
reaction
conditions,
controllable
alkylation-hydroxylation
and
dialkylation
were
achieved.
This
strategy
affords
a
diverse
array
α,α-difunctionalized
ketones
in
moderate
to
good
yields,
demonstrating
broad
substrate
scope.
These
findings
provide
an
important
advancement
sulfoxonium
highlight
divergent
reactivity
ylides.
Current Organic Chemistry,
Год журнала:
2024,
Номер
28(13), С. 978 - 990
Опубликована: Май 6, 2024
Abstract:
Photochemical
reactions
offer
unparalleled
opportunities
to
access
elusive
chemical
pathways
and
develop
innovative
strategies
for
constructing
complex
molecules.
Within
organic
synthesis,
photochemical
have
become
indispensable
tools
accessing
molecular
structures,
such
as
pharmaceuticals
natural
products.
The
ability
of
sulfur
ylides
participate
in
these
diverse
processes
has
made
them
the
synthetic
chemist's
toolbox.
use
transformations
garnered
significant
attention
chemistry
community,
they
serve
powerful
intermediates
several
transformations.
This
review
article
presents
a
comprehensive
overview
mediated
by
ylides.
Herein,
we
describe
key
aspects
reactivity
presence
light.
compounds
can
be
classified
into
three
categories:
energy
acceptors,
electron
donors,
trapping
reagents.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(37), С. 7618 - 7622
Опубликована: Янв. 1, 2024
A
novel
visible-light-driven
photoredox-catalyzed
cascade
bicyclization
of
1,7-enynes
with
aqueous
sulfoxonium
ylides
is
reported.
The
reaction
highly
chemoselective
three
new
C-C
bonds,
two
rings,
and
an
all-carbon
quaternary
stereocenter
constructed
in
a
one-pot
fashion.
This
mild
protocol
features
remarkably
broad
substrate
scope
good
functional
group
tolerance,
providing
general
practical
approach
to
access
various
cyclopenta[
Organic Letters,
Год журнала:
2024,
Номер
26(29), С. 6263 - 6268
Опубликована: Июль 12, 2024
A
metal-free
cascade
of
α-acyloxylation/carboxamidation
I(III)/S(VI)-ylides,
carboxylic
acids,
and
isonitriles
via
a
Passerini-like
multicomponent
reaction
is
reported.
Unexpectedly,
[3
+
1+1]
cyclization
involving
I(III)/S(VI)-ylides
two
molecules
ethyl
isocyanoacetate
was
observed.
The
strategy
allows
for
the
synthesis
unsymmetrical
α,α-disubstituted
ketones
functionalized
pyrroles
with
up
to
99%
yield
wide
substrate
compatibility.
Notably,
procedure
has
been
extended
late-stage
modification
drugs
natural
products,
offering
an
elegant
complement
classic
Passerini
reaction.
Organic Letters,
Год журнала:
2024,
Номер
26(28), С. 5940 - 5945
Опубликована: Июль 11, 2024
The
most
convenient
and
direct
method
of
synthesizing
an
α-acyloxy
ketone
is
the
reaction
a
diazo
compound
with
carboxylic
acid
via
O-H
insertion.
However,
due
to
limitations
in
preparing
storing
compounds,
application
this
restricted.
In
study,
Cu(OAc)
