Molecules,
Год журнала:
2024,
Номер
29(15), С. 3693 - 3693
Опубликована: Авг. 4, 2024
Brønsted
acid-catalysed/mediated
reactions
of
the
2-alkynylanilines
are
reported.
While
metal-catalysed
these
valuable
building
blocks
have
led
to
establishment
robust
protocols
for
selective,
diverse-oriented
syntheses
significant
heterocyclic
derivatives,
we
here
demonstrate
practical
advantages
an
alternative
methodology
under
metal-free
conditions.
Our
investigation
into
key
factors
influencing
product
selectivity
in
reveals
that
different
reaction
pathways
can
be
directed
towards
formation
diverse
products
by
simply
choosing
appropriate
The
origins
chemo-
and
regioselectivity
switching
been
explored
through
Density
Functional
Theory
(DFT)
calculations.
Chemical Communications,
Год журнала:
2023,
Номер
59(18), С. 2648 - 2651
Опубликована: Янв. 1, 2023
A
cascade
double
aryne
insertion
reaction
was
developed
to
generate
a
library
of
diarylmethane
scaffolds.
Additionally,
chromone
products
were
observed
in
presence
an
electronegative
atom
at
the
ortho
position
aryne.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(49), С. 26550 - 26556
Опубликована: Ноя. 29, 2023
A
catalytic
enantioselective
polycyclization
of
tertiary
enamides
with
terminal
silyl
enol
ethers
has
been
developed
by
virtue
Cu(OTf)2
catalysis
a
novel
spiropyrroline-derived
oxazole
(SPDO)
ligand.
This
tandem
reaction
offers
an
effective
approach
to
assemble
bicyclic
and
tricyclic
N-heterocycles
bearing
both
aza-
oxa-quaternary
stereogenic
centers,
which
are
primal
subunits
in
range
natural
alkaloids.
Strategic
application
this
methodology
late-stage
radical
cyclization
as
key
steps
have
showcased
the
concise
total
synthesis
(−)-cephalocyclidin
A.
Organic Letters,
Год журнала:
2024,
Номер
26(22), С. 4637 - 4642
Опубликована: Май 28, 2024
Here
we
report
an
efficient
route
for
synthesizing
strigolactones
(SLs)
and
their
derivatives.
Our
method
relies
on
a
palladium-catalyzed
oxidative
carbonylation/carbocyclization/carbonylation/alkoxylation
cascade
reaction,
which
involves
the
formation
of
three
new
C-C
bonds
C-O
bond
while
cleaving
one
C(sp
Advanced Synthesis & Catalysis,
Год журнала:
2022,
Номер
364(24), С. 4409 - 4414
Опубликована: Дек. 1, 2022
Abstract
Herein,
we
report
the
synthesis
of
functionalized
dihydro‐benzo[
b
]fluorenones
through
a
manganese‐mediated
cascade
radical
cyclization
β
‐alkynyl
propenones
[1,6‐enynes]
with
arylboronic
acids.
In
present
strategy,
in‐situ
generated
aryl
undergoes
chemo‐selective
addition
followed
by
5‐
exo‐trig
cyclization.
The
reaction
is
emphasized
high
atom‐
and
step‐economy
construction
three
new
C−C
bonds
to
access
dihydrobenzo[
in
68–81%
yield
under
mild
conditions.
synthetic
efficacy
developed
method
evidenced
C−N
bonds.
magnified
image
Chemistry - A European Journal,
Год журнала:
2023,
Номер
29(42)
Опубликована: Май 13, 2023
The
investigation
of
distinctive
dipole-transmissive
dipolar
cycloaddition
(DTDC)
methodology
and
the
formalisation
this
concept
is
reported.
A
DTDC
procedure
was
able
to
be
developed
by
taking
advantage
structural
complementarity
azide
diazoalkane
1,3-dipoles.
Intramolecular
azide-alkene
1,3-DCs
followed
spontaneous
dipole
transmission
upon
work-up
furnished
intermediate
α-diazoisoindole
α-diazoisoquinoline
substrates
bearing
key
secondary
1,3-dipole.
N-Derivatisation
α-diazoisoquinolines
with
a
tethered
dipolarophile
subsequent
1,3-DC
allowed
for
rapid
construction
range
functionalised
polycyclic
N-heterocycles.
Integrated
experimental
theoretical
studies
established
requirements
product
formation
revealed
likely
mechanistic
basis
divergent
reactivity
observed.
Synlett,
Год журнала:
2022,
Номер
34(07), С. 709 - 728
Опубликована: Сен. 28, 2022
Abstract
Many
natural
products
and
biologically
important
complex
organic
scaffolds
have
convoluted
structures
around
their
core
skeleton.
Interestingly,
with
just
changing
the
outskirts,
reflects
new
unique
degrees
of
various
physical
chemical
properties.
A
very
common
but
intriguing
is
a
five-membered
ring
horning
heaps
molecules
crafts.
The
power
[3+2]
cycloaddition
reactions
to
generate
systems
allocate
chemists
envision
synthetic
procedures
wonder
if
it
facilitating
cascade
sequence,
then
end
product
will
imbibe
significant
level
complexity
having
applications
in
medicinal
pharmaceutical
fields.
This
Account
highlights
broad
interest
assembling
recent
advances
involving
as
tool
order
conceive
breakthrough
architectures
reported
last
ten
years.
We
foresee
that
our
comprehensive
collection
astonishing
enabled
cascades
provide
valuable
insights
polycyclic
molecular
construction
perseverant
approach
towards
nonconventional
community.
1
Introduction
2
Synthesis
Oxindoles
Skeleton
3
Oxazoles
4
Oxadiazoles
5
Nitrogen-Containing
Heterocycles
6
via
Formal
Cycloaddition
7
Miscellaneous
Scaffolds
8
Conclusion
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(23), С. 4127 - 4131
Опубликована: Июнь 13, 2023
Abstract
A
cascade
[4+3]
annulation
of
o
‐alkenyl
bromoarenes
and
‐bromoaniline
derivatives
was
described.
Various
dibenzo[
b
,
f
]azepines
with
substitutions
on
the
10/11
position
were
obtained
in
14–97%
yields.
The
synthetic
versatility
this
protocol
is
highlighted
by
preparation
a
precursor
drug
molecule
oxcarbazepine,
gram‐scale
synthesis,
two
product
transformations.
Unlike
previous
amination/Heck
sequence,
process
supposed
to
undergo
C(vinyl),
C(aryl)‐palladacycle
involved
pathway.
ACS Catalysis,
Год журнала:
2022,
Номер
12(22), С. 14330 - 14336
Опубликована: Ноя. 7, 2022
We
report
two
types
of
catalyst-controlled
inter-
and
intramolecular
cascade
[4
+
2]
annulations
between
diyne-carbonyls
alkenes,
Pt(II)-catalyzed
annulation
with
alkenes
via
benzopyrylium
intermediates,
Au(I)-catalyzed
one
alkene
quinodimethane
intermediates.
Additionally,
reactions
highly
nucleophilic
indole-yne-carbonyls
afford
products
in
high
yields
through
not
but
carbocation
the
contribution
which
is
supported
by
DFT
calculations.
