Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(14), P. 5368 - 5372
Published: June 25, 2021
Nortopsentin
D
is
part
of
a
class
bis(indole)
alkaloids
known
for
their
biological
activity,
including
inhibitory
activity
in
tumoral
cells
and
antifungal
activity.
Herein
we
describe
the
first
total
synthesis
nortopsentin
D,
which
amidine
dione
undergo
pivotal
condensation
subsequent
cyclization
via
pinacol-like
rearrangement.
This
represents
unique
strategy
formation
5,5-disubstituted
(4H)-imidazol-4-one
containing
natural
products,
many
have
yet
to
succumb
synthesis.
Chemical Reviews,
Journal Year:
2020,
Volume and Issue:
121(14), P. 8756 - 8867
Published: Nov. 23, 2020
This
review
describes
the
gold-catalyzed
reactions
of
specially
activated
alkynes,
allenes,
and
alkenes.
Such
species
are
characterized
by
presence
either
electron-donating
or
electron-withdrawing
groups
as
substituents
carbon
π-system.
They
intrinsically
polarized,
when
compared
to
their
nonspecially
counterparts
can
therefore
be
involved
in
transformations
featuring
increased
regio-,
stereo-,
chemoselectivities.
The
chemistry
π-systems
under
homogeneous
gold
catalysis
is
extremely
rich
varied.
reactivity
observed
with
unsaturated
systems
often
transposed
ones
without
loss
efficiency.
However,
also
exhibit
specific
reactivities
that
cannot
attained
regular
substrates.
In
this
family
π-systems,
ynamides
analogs,
along
alkynyl
carbonyl
derivatives,
classes
substrates
have
retained
most
attention.
provides
an
overview
developed
all
discussing
general
reactivities,
presenting
commenting
on
well
applications.
Chemical Reviews,
Journal Year:
2021,
Volume and Issue:
121(14), P. 8979 - 9038
Published: Feb. 16, 2021
Homogeneous
gold
catalysis
has
experienced
extraordinary
development
since
the
dawn
of
this
millennium.
Oxidative
is
a
vibrant
and
fertile
subfield
over
years
delivered
diverse
array
versatile
synthetic
methods
exceptional
value
to
practices.
This
review
aims
cover
topic
in
comprehensive
manner.
The
discussions
are
organized
by
mechanistic
aspects
metal
oxidation
states
further
types
oxidants
or
oxidizing
functional
groups.
Synthetic
applications
oxidative
also
discussed.
European Journal of Organic Chemistry,
Journal Year:
2020,
Volume and Issue:
2021(1), P. 43 - 52
Published: Sept. 29, 2020
Acetylene
is
a
key
building
block
for
organic
chemistry
and
potentially
can
be
involved
in
diverse
range
of
synthetic
transformations.
However,
critical
analysis
practical
considerations
showed
that
application
gaseous
acetylene
regular
labs
encounters
number
difficulties.
Safety
limitations
due
to
flammable
explosive
nature
requirements
specialized
high‐pressure
equipment
impose
serious
drawbacks.
Typical
reaction
conditions
involve
excess
reactant,
which
simply
released
the
atmosphere
at
end
reaction,
thus
generating
waste
causing
contamination.
Calcium
carbide
brings
new
green
sustainable
wave
into
powerful
alkyne
transformations
significantly
expands
repertoire
traditional
chemistry.
The
novel
trend
using
calcium
instead
synthetically
beneficial
opens
reactivity
C≡C
unit.
This
review
highlights
recent
advances
chemistry,
demonstrates
its
advantages
prospects
term
approach.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(16)
Published: Feb. 20, 2024
α-Ketoaldehydes
play
versatile
roles
in
the
ubiquitous
natural
processes
of
protein
glycation.
However,
leveraging
reactivity
α-ketoaldehydes
for
biomedical
applications
has
been
challenging.
Previously,
with
guanidine
harnessed
to
design
probes
labeling
Arg
residues
on
proteins
an
aqueous
medium.
Herein,
a
highly
effective,
broadly
applicable,
and
operationally
simple
protocol
stapling
native
peptides
by
crosslinking
two
amino
groups
through
diverse
imidazolium
linkers
various
α-ketoaldehyde
reagents
is
described.
The
use
hexafluoroisopropanol
as
solvent
facilitates
rapid
clean
reactions
under
mild
conditions
enables
unique
selectivity
Lys
over
Arg.
naturally
occurring
GOLD/MOLD
have
expanded
encompass
wide
range
modified
glyoxal-lysine
dimer
(OLD)
linkers.
In
proof-of-concept
trial,
these
modular
enabled
convenient
two-round
strategy
streamline
structure-activity
relationship
(SAR)
study
wasp
venom
peptide
anoplin,
leading
enhanced
biological
activities.
Advanced Synthesis & Catalysis,
Journal Year:
2020,
Volume and Issue:
362(18), P. 3664 - 3708
Published: May 11, 2020
Abstract
Since
the
beginning
of
this
century,
homogeneous
gold‐catalyzed
alkyne
transformations
have
been
an
active
area
research
in
pursuit
developing
efficient
synthetic
methodologies.
This
emerging
which
at
exploited
mild
Lewis
acid
character
gold
and
its
propensity
to
form
π‐complex
with
alkyne,
has
reinvigorated
upon
discovery
oxidative
functionalization
2007.
The
oxidation
enabled
direct
access
α‐oxo
carbenes
alkynal
complex
versatile
reactivity
applied
achieve
including
but
not
limited
oxyarylation,
C−H,
X−H
(X=N,
O)
insertion,
cyclization,
cycloaddition,
ring
expansion,
various
cascade
reactions.
review
provides
a
comprehensive
summary
methods,
applications
mechanistic
insight
by
N−O/S−O/C−O
bond
oxidants
covering
literature
reports
appeared
since
magnified
image
Natural Product Reports,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
The
review
is
on
synthesis
of
different
classes
isoflavonoids
that
include
isoflavones,
isoflavanones,
isoflavans,
isoflavenes,
pterocarpans,
rotenoids,
coumaronochromones,
and
coumestans.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 24, 2025
We
report
on
gold-catalyzed
oxygen
transfer
utilizing,
for
the
first
time,
electron-deficient
trifluoromethylated
alkynes
as
substrates.
This
double
O-transfer
process
provides
a
direct
and
convenient
one-step
route
to
difficult-to-obtain
1,2-diketones.
Due
relatively
mild
oxidative
reaction
conditions
(rt
60
°C,
2,6-dichloropyridine
N-oxide
an
oxidizer,
3
mol
%
JohnPhosAuNTf2),
various
functional
substituents
were
tolerated
(19
examples;
yields
up
95%).
The
synthetic
utility
of
obtained
dicarbonyl
products
was
further
explored,
these
studies
included
one-pot
multicomponent
syntheses
valuable
CF3-substituted
indoles
benzofurans.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 1, 2025
An
iodine-catalyzed
aerobic
oxidation
reaction
of
C(sp3)-H
bonds
was
established
at
room
temperature.
In
this
transformation,
iodine
acts
as
a
Lewis
acid
catalyst,
and
the
pyridine
moiety
in
substrate
plays
crucial
role.
Under
optimum
conditions,
picolyl
ketone
substrates
were
smoothly
transformed
into
corresponding
1,2-dicarbonyl
compounds,
subsequent
introduction
1,2-diaminobenzenes
mixture
led
to
formation
various
quinoxaline
derivatives.
This
synthetic
process
does
not
use
transition
metals
also
features
mild
operational
simplicity,
gram-scale
synthesis.
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(9), P. 6486 - 6493
Published: April 14, 2021
A
concerted
metallophotoredox
catalysis
has
been
realized
for
the
efficient
decarboxylative
functionalization
of
α,β-unsaturated
carboxylic
acids
with
aryl
iodides
in
presence
perylene
bisimide
dye
to
afford
1,2-diketones.
