Scientia Sinica Chimica,
Год журнала:
2022,
Номер
53(2), С. 129 - 144
Опубликована: Окт. 20, 2022
Amides
compounds
have
a
wide
range
of
application,
and
many
transforming
strategies
been
reported.
Transition
metals-catalyzed
non-decarbonylative
cross-coupling
reaction
amides
has
gained
considerable
attention
due
to
low
cost,
high
efficiency,
good
compatibility
functional
groups.
The
reactions
following
disadvantages
the
inherent
nature
catalytic
system:
expensive
catalysts,
complex
ligands,
cocatalysts
trace
metals
residues.
transition-metal-free
amide
activation
for
synthesis
ketones
avoid
above
problems
with
efficiency
simple
treatment.
From
perspective
sustainable
development,
development
strategy
without
transition
great
significance.
In
this
paper,
by
C–N
bond
cleavage
were
reviewed.
main
contents
as
follows:
(1)
direct
addition
alkali
metal/alkaline-earth
metal
reagents
amides;
(2)
Brønsted
base-promoted
alkanes
activated
groups;
(3)
based
on
strategy;
(4)
acid-promoted
Friedel-Crafts
acylation
amide;
(5)
Lewis
between
alkyl
ketone.
This
review
provides
inspiration
subsequent
economic
green
reaction.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(16), С. 4038 - 4042
Опубликована: Янв. 1, 2023
A
ruthenium-catalyzed
Dolye–Kirmse
rearrangement
reaction
of
sulfoxonium
ylides
to
afford
sulfide-
or
selenide-containing
compounds
has
been
developed.
Green Chemistry,
Год журнала:
2024,
Номер
26(9), С. 5187 - 5193
Опубликована: Янв. 1, 2024
We
developed,
a
sustainable
approach
for
the
direct
synthesis
of
activated
amides
(
N
-acyl
saccharin)
into
divergent
thiocarbamide
derivatives
using
thiocyanate
salts
and
2-MeTHF
as
green
solvent.
Organic Chemistry Frontiers,
Год журнала:
2021,
Номер
9(3), С. 737 - 744
Опубликована: Дек. 14, 2021
We
report
the
divergent
synthesis
of
benzannulated
2,8-dioxabicyclo[3.2.1]octanes
and
2,3-dihydrobenzofurans
using
concept
extended
Corey–Chaykovsky
reactions.
SynOpen,
Год журнала:
2023,
Номер
07(01), С. 88 - 101
Опубликована: Фев. 14, 2023
Abstract
This
Graphical
Review
provides
an
overview
of
amide
bond
activation
achieved
by
selective
oxidative
addition
the
N–C(O)
acyl
to
transition
metals
and
nucleophilic
addition,
resulting
in
decarbonylative
coupling,
together
with
key
mechanistic
details
pertaining
distortion
underlying
this
reactivity
manifold.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(27)
Опубликована: Апрель 29, 2024
Abstract
Sulfo(xo)nium
diacylmethylides
(sulfur
ylides)
are
simple,
stable,
readily
prepared,
and
versatile
synthons.
Compared
with
the
sulfo(xo)nium
monoacylmethylides,
they
can
be
compatible
more
rigorous
reaction
conditions
showcase
unique
characteristics
due
to
their
excellent
stability.
This
concept
article
provides
an
account
for
syntheses
of
diacylmethylides,
including
utilization
active
methylene
compounds,
carbene
precursors,
electron‐deficient
alkynes
as
substrates,
discussions
on
substrate
scopes,
proposed
mechanisms,
selected
product
examples,
applications.
Challenges
further
exploration
prospect
in
future
also
suggested.
Nature Communications,
Год журнала:
2024,
Номер
15(1)
Опубликована: Ноя. 25, 2024
α-Functionalized
Si-,
Ge-,
B-,
Se-,
and
S-amide
moieties
are
present
in
many
medicinally
active
molecules,
but
their
synthesis
remains
challenging.
Here,
we
demonstrate
a
high-throughput
using
amide-sulfoxonium
ylides
as
carbene
precursors
Si-H,
Ge-H,
B-H,
Se-H,
S-H
insertion
reactions
to
target
wide
range
of
α-silyl,
α-geryl,
α-boryl,
α-selenyl,
α-sulfur
(hetero)amides.
The
process
is
featured
simple
operation,
mild
conditions,
broad
substrate
scope,
high
functional
group
compatibility,
excellent
chemoselectivity.
Both
experimental
computational
studies
conducted
explore
the
mechanisms
underlying
formation
C-Si/Ge/B/Se/S
bond.
This
research
highlights
use
highly
selective
X-H
with
ylide-derived
carbenes,
paving
way
for
preparation
diverse
organosilane,
organogermane,
organoboron,
organoselenium,
organosulfur
compounds
from
accessible
bench-stable
precursors.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(16), С. 11073 - 11089
Опубликована: Авг. 10, 2022
A
novel
methodology
for
redox-neutral
[4
+
1]
annulation
of
unactivated
alkenes
with
sulfoxonium
ylides
leads
to
the
synthesis
a
diverse
library
indanone
compounds.
The
developed
reaction
was
found
be
highly
versatile
due
its
compatibility
various
functionalized
sensitive
functional
groups
as
well
substituted
ylides.
Further,
multiple
transformations
such
ring-expansion,
reduction,
aldol
condensation,
and
Wittig
were
carried
out
indanones.
Using
this
way,
useful
cyclic
heterocycles
indene,
dihydroisocoumarin,
1-indanilidene
prepared
in
single
step.
possible
mechanism
supported
by
deuterium
labeling
studies,
competitive
kinetic
isotopic
studies.
Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
12(12)
Опубликована: Окт. 10, 2023
Abstract
Symmetrical
aryl
imides
are
synthesized
from
the
reaction
of
activated
amides
such
as
N
‐phenyl‐
‐tosyl
benzamides.
The
amine
source
is
provided
by
lithium
hexamethyldisilazide
(LiHMDS),
and
a
1,3‐diketone
mediates
generation
‐acyl
donor
,
‐bis(trimethylsilyl)amide.
Various
symmetrical
thus
formed
in
moderate
to
good
yields.