Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(31)
Published: March 21, 2023
A
divergent
reaction
of
indoline-derived
azadienes
with
α-bromohydroxamates
for
the
selective
synthesis
spiro-indolinepyrrolidinones
and
indoline-fused
diazepinones
was
disclosed.
This
sequence
involved
an
initial
formation
five-membered
spirocyclic
products
followed
by
intramolecular
ring-opening
ring
expansion
to
produce
seven-membered
diazepinones.
We
demonstrated
that
controlling
time
could
modulate
pathway
different
molecular
frameworks
same
set
substrates.
Based
on
experimental
results,
mechanism
also
discussed
proposed
explain
phenomena
observed
in
process.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(5), P. 3389 - 3401
Published: Feb. 14, 2022
By
virtue
of
a
fundamentally
new
reaction
model
benzofuran-derived
azadienes
(BDAs),
an
unprecedented
synthesis
biologically
important
pyrazoles
has
been
achieved
through
tandem
[3
+
2]
cycloaddition/ring-opening
rearrangement
BDAs
with
nitrile
imines.
The
nature
and
type
substrates
are
found
to
act
as
chemical
switch
trigger
two
distinct
pathways.
A
minor
modification
the
allows
access
spiro-pyrazolines.
Journal of Biomolecular Structure and Dynamics,
Journal Year:
2023,
Volume and Issue:
42(12), P. 6410 - 6424
Published: Oct. 10, 2023
A
mechanistic
study
was
performed
within
the
molecular
electron
density
theory
at
B3LYP/6-311G
(d,p)
computational
level
to
explain
regioselectivity
observed.
An
localization
function
analysis
also
performed,
and
results
confirm
zwitterionic-type
(zw-type)
mechanism
of
cycloaddition
reactions
between
nitrile
oxide
alkylated
4
RSC Advances,
Journal Year:
2025,
Volume and Issue:
15(14), P. 10634 - 10638
Published: Jan. 1, 2025
The
transition-metal-free
regioselective
[3
+
2]
annulation
of
azadienes
with
haloalcohols
for
the
preparation
highly
functionalized
spiro-oxazolidines
is
experimentally
simple,
broad
substrate
scope,
good
yields,
and
excellent
regioselectivity.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(24), P. 9526 - 9532
Published: Dec. 3, 2021
A
TfOH-promoted
synthesis
of
fluorinated
polyfused
heterocycles
via
the
cascade
cyclization
azadienes
and
difluoroenoxysilanes
has
been
developed,
leading
to
facile
construction
benzofuro[3,2-b]pyridines,
5H-indeno[1,2-b]pyridines,
5,6-dihydrobenzo[h]quinolines.
This
one-pot
formal
[4
+
2]
approach
involves
1,4-difluoroalkylation,
desulfonylation,
cyclization,
dehydrated
dehydrofluorinated
aromatization
represents
first
application
difluoroenoxysilane
in
transformations.
Furthermore,
this
methodology
is
highlighted
by
three
fluoro
analogues
bioactive
molecules
with
potent
topoisomerase
inhibitory
activities.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(7), P. 2393 - 2398
Published: March 18, 2021
The
direct
regio-
and
enantioselective
C6
functionalization
of
2,3-disubstituted
indoles
with
azadienes
has
been
developed
using
chiral
phosphoric
acid
as
catalyst,
providing
a
convenient
approach
to
synthesize
the
optically
active
heterotriarylmethanes
excellent
yields,
broad
substrate
scope,
up
98%
ee.
Mechanistic
studies
revealed
that
N-alkylation
would
be
reversible,
could
enabled.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(18), P. 4698 - 4702
Published: Jan. 1, 2023
A
novel
asymmetric
[4
+
4]
dipolar
cycloaddition
of
aliphatic
1,4-dipoles
with
azadienes
was
developed
to
construct
chiral
benzofuran-
and
indene-fused
eight-membered
N-heterocycles
in
good
yields
excellent
stereoselectivities.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(21), P. 4521 - 4527
Published: Aug. 7, 2024
Abstract
Catalyst‐controlled
switchable
(4+3)
and
(4+2)
annulation
reactions
of
Morita–Baylis–Hillman
carbonates
with
benzofuran‐derived
azadienes
have
been
established.
Employing
PCy
3
as
the
catalyst,
reaction
could
provide
a
variety
synthetically
useful
benzofuro[3,2‐
b
]azepines
in
good
yields
(80–92%)
excellent
chemo‐
regioselectivities
via
cycloaddition
reactions.
Whereas
changing
catalyst
from
to
DMAP,
were
switched
construct
highly
substituted
spirotetrahydroquinoline
scaffolds
three
sequential
stereocenters
containing
all‐carbon
spiro‐quaternary
efficiency
diastereoselectivities
(92–96%
all
cases>25:1
dr
)
annulations.
In
addition,
synthetic
utility
this
method
was
further
showcased
by
gram‐scale
transformations
product.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(15), P. 3235 - 3240
Published: April 1, 2024
Catalytic
asymmetric
1,2-allylation
of
aurone-derived
azadienes
is
very
difficult
to
achieve
due
the
driving
force
for
aromatization
and
greater
steric
hindrance
1,2-addition
compared
with
1,4-addition.
By
taking
advantage
ability
nitrogen
ligated
metal
complexes,
we
successfully
demonstrated
first
example
copper-catalyzed
allylboronates
highly
enantioselective
synthesis
homoallylic
amines.
Meanwhile,
enantioenriched
1,4-addition
products
could
also
be
obtained
through
a
subsequent
3,3-sigmatropic
rearrangement
products.
Extensive
DFT
calculations
were
carried
out
elucidate
origins
high
regioselectivity
(1,2-
vs
1,4-)
enantioselectivity.
Polycyclic aromatic compounds,
Journal Year:
2022,
Volume and Issue:
43(3), P. 2080 - 2103
Published: Feb. 18, 2022
Chemical
and
biological
properties
of
polycyclic
aromatic
compounds
rely
intimately
upon
their
structures
such
as
the
fundamental
molecular
topology.
In
this
way,
quantitative
structure-activity
property
relationship
(QSAR/QSPR)
strategies
have
been
formulated
for
predicting
benzenoid
hydrocarbons
related
graphs
from
chemical
structures.
paper,
we
give
exact
analytical
expression
three
types
where
base
molecule
these
structure
contains
hexabenzocorenene
(HBC).
Furthermore,
research
results
by
MATLAB
obtain
indices
which
they
portray
physcio-chemical
properties.
