Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(13), P. 2190 - 2195
Published: March 26, 2023
A
palladium-catalyzed
[3
+
2]
annulation
of
substituted
aromatic
amides
with
maleimides
providing
tricyclic
heterocyclic
molecules
in
good
to
moderate
yields
through
weak
carbonyl
chelation
is
reported.
The
reaction
proceeds
via
a
dual
C-H
bond
activation
where
the
first
takes
place
selectively
at
benzylic
position
followed
by
second
meta
afford
five-membered
cyclic
ring.
An
external
ligand
Ac-Gly-OH
has
been
used
succeed
this
protocol.
plausible
mechanism
proposed
for
reaction.
Molecules,
Journal Year:
2023,
Volume and Issue:
28(2), P. 733 - 733
Published: Jan. 11, 2023
Nitrogen-containing
heterocycles
are
ubiquitous
in
natural
products
and
drugs.
Various
organic
small
molecules
with
nitrogen-containing
heterocycles,
such
as
boron
compounds,
cyanine,
pyridine
derivatives,
indole
quinoline
maleimide
etc.,
have
unique
biological
features,
which
could
be
applied
various
fields,
including
imaging.
Fluorescence
cell
imaging
is
a
significant
effective
modality
This
review
focuses
on
the
synthesis
applications
direct
fluorescence
of
N-heterocyclic
last
five
years,
to
provide
useful
information
enlightenment
for
researchers
this
field.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(20), P. 3806 - 3811
Published: May 17, 2023
A
Mn(I)-catalyzed
site-selective
nondirected
C3-maleimidation
of
quinoxaline
is
established.
Herein,
the
electrophilic
C3-metalation
precedes
over
o-directed
strategy
to
access
diversely
substituted
quinoxaline-appended
succinimides.
The
products
undergo
PIFA-promoted
C(sp2)-C(sp3)
spirocyclization
via
π-electrons
drifting
from
aryls
and
Selectfluor-mediated
dehydrogenation
succinimide
at
room
temperature.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(5), P. 3214 - 3225
Published: Feb. 21, 2024
Harnessing
the
organo-palladium
intermediates
generated
from
electrophilic
cyclizations
for
tandem
C–C
bond
construction
is
a
challenging
task
but
constitutes
an
excellent
tool
constructing
complex
motifs
simpler
substrates.
We
realize
herein
such
cyclative
annulation
of
alkynyl-oxime
ethers
with
maleimides
facile
isoxazole-phthalimide
hybrid
through
Pd(II)
catalysis.
This
protocol
features
regio-selectivity
in
C–H
selection,
broad
substrate
scope,
good
functional
group
tolerance,
and
scalability.
Necessary
KIE
&
labeling
studies
give
insight
into
reaction
mechanism.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(23), P. 4298 - 4302
Published: June 7, 2023
The
synthesis
of
functionalized
carbazoles
as
privileged
nitrogen
heterocycles
has
emerged
a
central
topic
in
drug
discovery
and
material
science.
We
herein
disclose
the
rhodium(III)-catalyzed
cross-coupling
reaction
between
indolyl
nitrones
2-methylidene
cyclic
carbonate
an
allylating
surrogate,
resulting
formation
C2-formylated
via
tandem
C–H
allylation,
[3
+
2]
cycloaddition,
aromatization,
benzylic
oxidation.
synthetic
utility
this
protocol
is
highlighted
by
variety
post-transformations
carbazoles.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(15), P. 2118 - 2121
Published: Jan. 1, 2023
A
Cu(OTf)
2
-mediated
regioselective
dearomative
aryl-hydroxylation
across
the
C(sp
)N
bond
of
2-aryl
quinoxalines
and
bis-
N
-arylation
(benz)imidazoles
were
developed
using
aryl
boronic
acids.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(75), P. 11196 - 11199
Published: Jan. 1, 2023
A
visible
light-driven
di-functionalization
of
maleimide
with
disulfide
and
in
situ
-generated
singlet
oxygen
offers
selective
1,2-thiohydroxylation
under
additive-free
conditions.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(6), P. 1720 - 1728
Published: Jan. 1, 2024
Two
new
cascade
approaches
for
N
-CF
3
indoles
via
transition-metal-catalyzed
reactions
from
2-alkynylaryl
isothiocyanates
or
2-alkynylanilines
have
been
demonstrated,
featuring
mild
conditions,
a
broad
substrate
scope
and
moderate
to
high
yields.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(6), P. 3834 - 3843
Published: Feb. 29, 2024
Electrophilic
cyclization
and
concomitant
C–H
annulation
constitute
an
expedient
cascade
strategy
for
the
construction
of
multicyclic
scaffolds
with
precise
substitutional
patterns.
We
report
here
a
novel
Pd-catalyzed
cyclative
ynone
oxime
activated
alkynes.
The
features
dual
regioselectivity
including
site
selective
activation
chelation-assisted
insertion
Control
experiments
together
kinetic
give
insights
into
mechanism.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(19), P. 4139 - 4144
Published: July 2, 2024
Abstract
A
copper‐catalyzed
annulation
of
enaminones
with
maleimides
was
developed
to
synthesize
various
pyrrolo[3,4‐e]isoindoles.
In
this
strategy,
2‐aminopyridine
served
as
a
traceless
directing
group,
and
target
products
were
obtained
in
54–72%
yields.
Moreover,
plausible
mechanism
for
reaction
proposed
based
on
several
control
experiments,
deuterium
exchange
previous
reports.
