Chinese Journal of Chemistry,
Год журнала:
2021,
Номер
39(9), С. 2489 - 2494
Опубликована: Май 9, 2021
Main
observation
and
conclusion
Divergent
synthesis
of
useful
skeletons
has
been
realized
via
rhodium(III)‐catalyzed
C—H
activation
iminopyridinium
ylides
coupling
with
various
unsaturated
reagents.
Isocoumarins
isoquinolones
were
obtained
cleavage
the
C—N
or
N—N
bond
in
ylidic
directing
group,
while
fluorinated
alkenes
delivered
group
intact.
The
reactions
occurred
wide
substrate
scopes
good
efficiency
under
redox‐neutral
air‐tolerant
conditions.
Representative
products
exhibit
solid‐state
fluorescent
property
bioactivity
inhibition
toward
human
cancer
cells.
Organic & Biomolecular Chemistry,
Год журнала:
2021,
Номер
19(8), С. 1705 - 1721
Опубликована: Янв. 1, 2021
A
review
highlighting
the
advances
in
Cp*Rh(iii)
catalysed
cascade
arene
C–H
activation/annulation
including
application,
scope,
limitations
and
mechanism
of
these
transformations.
Organic Letters,
Год журнала:
2022,
Номер
24(13), С. 2531 - 2535
Опубликована: Март 30, 2022
Reported
herein
is
the
efficient
and
atroposelective
construction
of
two
categories
C-N
atropisomers
via
rhodium(III)-catalyzed
C-H
activation
sulfoxonium
ylides
en
route
to
[4+2]
annulation
with
sterically
hindered,
electron-rich
alkynes.
This
reaction
proceeds
high
regio-
enantioselectivity
under
redox-neutral
conditions
a
double-substrate
strategy,
providing
novel
entry
axially
chiral
4-functionalized
1-naphthols.
Organic Letters,
Год журнала:
2022,
Номер
24(43), С. 8062 - 8066
Опубликована: Окт. 24, 2022
An
efficient
base,
additive
and
metal-free
synthetic
methods
for
α-ketothioamide
α-ketoamide
derivatives
from
readily
available
sulfoxonium
ylides
have
been
described.
Sulfoxonium
with
primary
or
secondary
amines
afforded
α-ketothioamides
in
the
presence
of
elemental
sulfur,
whereas
α-ketoamides
were
produced
when
I2
TBHP
present.
The
reaction
proceeded
well
at
room
temperature
generated
corresponding
molecules
good
to
excellent
yields.
can
be
scaled-up
tolerated
by
a
range
functional
groups
simple
operational
procedures.
Organic Letters,
Год журнала:
2022,
Номер
24(5), С. 1146 - 1151
Опубликована: Фев. 3, 2022
A
novel
photo-thermo-mechanochemical
approach
to
assembling
quinolines
catalyzed
by
iron(II)
phthalocyanine
has
been
realized
for
the
first
time.
This
transformation
features
a
cost-efficient
catalytic
system
and
operational
simplicity,
is
free
of
solvent,
shows
good
substrate
tolerance,
providing
green
alternative
existing
thermal
approaches.
Mechanistic
experiments
demonstrate
that
in-situ-formed
secondary
amine
may
be
key
intermediate
further
cyclization/aromatization
process.
Organic Letters,
Год журнала:
2023,
Номер
25(23), С. 4286 - 4291
Опубликована: Июнь 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 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(27), С. 5811 - 5816
Опубликована: Июнь 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,
Год журнала:
2020,
Номер
22(8), С. 2878 - 2882
Опубликована: Март 31, 2020
Rh(III)-catalyzed
C-H
activation
and
cyclization
of
sulfoxonium
ylide
with
acrylates
leads
to
an
efficient
synthesis
indanone
derivatives.
The
reaction
proceeds
under
mild
external
metal-oxidant-free
conditions.
acts
as
a
traceless
directing
group
well
internal
oxidant.
(4
+
1)
Annulation
after
the
formation
carbocyclic
ring,
byproduct
obtained
is
DMSO,
which
can
be
easily
separated.
Organic Chemistry Frontiers,
Год журнала:
2020,
Номер
7(19), С. 3067 - 3099
Опубликована: Янв. 1, 2020
An
update
on
recent
advances
in
the
synthesis
of
bridgehead
nitrogen
fused
heterocycles
via
transition
metal-catalyzed
C–H
activation
and
functionalization
is
reported.
Advanced Synthesis & Catalysis,
Год журнала:
2021,
Номер
363(5), С. 1436 - 1442
Опубликована: Янв. 21, 2021
Abstract
A
highly
efficient
cascade
Rh(III)‐catalyzed
C−H
activation/intramolecular
chemodivergent
cyclization
reaction
of
N‐carbamoylindoles
and
sulfoxonium
ylides
has
been
successfully
achieved
for
the
first
time.
This
synergistic
process
provides
rapid
access
to
functionalized
dihydropyrimidoindolone
tricyclic
[1,3]oxazino[3,4‐
a
]indol‐1‐ones
skeletons
under
redox
neutral
conditions
with
broad
substrate
scope
remarkable
functional‐group
compatibility.
Further
late‐stage
modification
structurally
complex
drug
molecules
mechanistic
studies
were
also
accomplished.
magnified
image