The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
89(1), P. 379 - 394
Published: Dec. 14, 2023
Pyrrolizidine
is
among
the
saturated
N-heterocyclic
scaffolds
most
frequently
found
in
natural
products
and
pharmaceutically
relevant
substances.
Herein,
a
strategy
for
synthesis
of
polysubstituted
pyrrolizidine-3-ones
by
catalytic
reductive
domino-type
recyclization
properly
functionalized
isoxazoline
N-oxides
was
developed.
The
process
diastereoselective,
one
diastereomer
(out
four
possible
ones)
predominant
many
studied
cases.
Using
developed
method,
modifications
potent
GSK's
PDE4
inhibitor
MSD's
hNK1
antagonist
were
prepared.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(36), P. 5343 - 5364
Published: Jan. 1, 2023
The
activation
and
transformation
of
organic
chemical
bonds
is
a
fundamental
scientific
problem.
In
the
past
several
decades,
C-S
bond
cleavage
for
construction
C-C
C-heteroatom
has
received
tremendous
attention
in
chemistry.
Although
significant
progress
been
made
field
transition
metal
strategies,
variety
novel
transition-metal-free
strategies
have
also
developed
using
halogenated
reagents,
oxidants,
acids,
bases.
Moreover,
photochemical
electrochemical
methods
to
achieve
organosulfur
compounds.
To
date,
however,
no
comprehensive
review
reported.
Therefore,
we
herein
provide
major
advances
compounds,
including
thioethers,
sulfoxides,
sulfones,
thioacetals,
sulfonium
salts,
sulfur
ylides.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(6), P. 1521 - 1526
Published: Jan. 1, 2023
A
highly
efficient
[4
+
1]
annulation
of
sulfur
ylide
salts
and
o
-sulfonamido
aldimines
for
construction
valuable
2,3-disubstituted
indolines
is
reported.
It
worth
noting
that
indoles
could
also
be
synthesized
by
this
cascade
reaction.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(4), P. 916 - 922
Published: Jan. 1, 2023
A
novel
gold-catalyzed
cycloisomerization/[2
+
1]cycloaddition/rearrangement
of
enyne-amides
and
sulfur
ylides
is
reported.
This
strategy
enables
rapid
efficient
construction
a
series
α-pyrone
derivatives.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(24), P. 5115 - 5119
Published: June 11, 2024
An
ammonium
ylide-based
relay
annulation
was
disclosed,
which
uses
DABCO
as
the
catalyst
and
oxindole-derived
α,β-unsaturated
ketimines
γ-bromo-crotonates
starting
materials.
This
method
enables
rapid
assembly
of
a
series
structurally
novel
spiro-polycyclic
oxindoles
containing
bicyclo[4.1.0]heptane
moiety
through
simultaneous
generation
three
new
bonds
two
rings
in
one
step
under
mild
reaction
conditions.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(12), P. 1934 - 1969
Published: May 22, 2023
Abstract
2‐Pyrazolines
are
important
five‐membered
heterocycles,
containing
two
adjacent
nitrogen
atoms.
They
can
incorporate
various
functional
groups
and
possess
unique
biological
properties.
Moreover,
they
have
been
used
as
useful
building
blocks.
In
recent
years,
the
field
of
2‐pyrazoline
synthesis
has
experienced
enormous
progress.
Novel
strategies
developed,
many
studies
reporting
improvements
or
adaptations
existing
protocols
published,
giving
access
to
new
functionalizations,
unexplored
structures,
and/or
enantioselective
synthesis.
This
review
summarizes
progress
made
in
synthetic
methodologies
during
period
from
2012
2022.
The
functionalization
challenges
capabilities,
scopes
limitations
reactions,
substitution
patterns,
mechanisms
where
appropriate,
will
be
discussed.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(25), P. 4621 - 4626
Published: June 15, 2023
We
present
here
an
iridium-catalyzed
diastereo-
and
enantioselective
[4
+
1]
cycloaddition
reaction
of
hydroxyallyl
anilines
with
sulfoxonium
ylides
under
mild
conditions,
leading
to
3-vinyl
indolines
in
moderate
good
yields
excellent
enantioselectivities.
Control
experiments
disclosed
a
plausible
mechanism.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 2, 2025
A
mild
and
efficient
protocol
for
the
perhaloacylation
of
α-carbonyl
sulfoxonium
ylides
has
been
developed.
The
commercially
available
perfluoro-
perchloroacid
anhydrides
were
used
as
acylating
agents
in
catalyst-
additive-free
reactions
to
access
α-carbonyl-α'-perhaloacyl
high
yields.
reaction
offers
a
simple
method
prepare
valuable
polyfluorinated
organosulfur
molecules.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(3), P. 1552 - 1555
Published: Jan. 23, 2024
A
Pd-catalyzed
formal
[4
+
1]
cycloaddition
reaction
of
sulfur
ylides
and
in
situ-generated
Pd-stabilized
zwitterions
offers
a
convenient
route
to
series
functionalized
proline
derivatives.
The
utility
this
method
is
demonstrated
by
gram-scale
synthesis
chemoselective
functionalization
proline-based
derivative.
