Chinese Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
41(8), P. 3256 - 3256
Published: Jan. 1, 2021
Direct
conversion
of
ortho-aminobenzacetamides
and
ortho-aminobenzacetates
to
the
corresponding
1H-indazole-3-carboxylic
acid
derivatives
under
action
diazotization
reagents
was
reported.This
method
features
operational
simplicity,
mild
reaction
conditions,
rapid
rates,
high
yields,
wide
substrate
scope,
offering
an
efficient
concise
route
synthesis
derivatives.The
drugs
granisetron
lonidamine
were
synthesized
successfully
using
this
protocol
with
46%
60%
total
respectively.Preliminary
mechanistic
study
suggests
that
diazonium
salt
is
a
key
intermediate.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(27), P. 5134 - 5139
Published: June 30, 2023
Oxo-bridged
dibenzoazocines
are
furnished
within
a
single
synthetic
step
at
room
temperature
via
ruthenium-catalyzed
[4
+
3]-cycloannulation
of
aza-ortho-quinone
methides
with
carbonyl
ylides.
Exclusive
diastereoselectivity,
excellent
yield,
mild
reaction
conditions,
and
broad
substrate
scope
distinguishing
features
this
protocol.
The
product
could
be
prepared
on
gram
scale
further
functionalized
into
diverse
substituted
dihydroisobenzofuran
derivatives
dibenzoazocine
scaffold.
Advanced Synthesis & Catalysis,
Journal Year:
2021,
Volume and Issue:
364(2), P. 296 - 301
Published: Oct. 29, 2021
Abstract
The
[4+3]
annulation
of
aza‐
o
‐quinone
methides
and
pyridinium
1,4‐zwitterionic
thiolates
has
been
developed
for
the
one‐step
synthesis
functionalized
2,3‐unsaturated
4,1‐benzothiazepines
under
mild
metal‐free
conditions.
produced
can
easily
be
converted
into
biologically
interesting
sulfoxides
sulfones
via
selective
oxidization
with
m
‐CPBA.
magnified
image
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(13), P. 2632 - 2652
Published: Jan. 1, 2023
The
recent
advances
in
the
construction
of
N–N
bond
from
primary
and
secondary
amines
via
direct
oxidation
method,
is
an
interest
both
academia
industry
for
preparing
organic
frameworks
such
as
azos,
hydrazines,
indazoles
triazoles.
Organic & Biomolecular Chemistry,
Journal Year:
2021,
Volume and Issue:
19(6), P. 1334 - 1343
Published: Jan. 1, 2021
A
base-promoted
(4
+
2)
cyclization
of
N-(o-chloromethyl)aryl
amides
with
azlactones
was
established,
which
helped
construct
biologically
important
dihydroquinolinone
frameworks
in
good
yields.
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(24), P. 18156 - 18163
Published: Dec. 6, 2021
The
base-induced
formal
[4+3]
annulation
reaction
of
in
situ-formed
aza-o-quinone
methides
and
pyridinium
1,4-zwitterionic
thiolates
is
reported.
This
protocol
provides
a
novel
reliable
method
for
the
synthesis
biologically
interesting
benzo[e][1,4]thiazepine
derivatives
synthetically
useful
yields.
In
addition,
postsynthetic
modification
results
formation
its
sulfoxide
sulfone
derivatives.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(21), P. 13708 - 13714
Published: Sept. 30, 2022
We
have
developed
a
Diels
Alder
cycloaddition
route
toward
3-aroyl
quinolines
from
enaminones
and
in
situ
generated
aza-o-quinone
methides.
The
reaction
was
found
to
be
general
with
range
of
substituted
methides,
we
could
validate
the
applicability
methodology
gram
scale.
also
demonstrated
one-pot
strategy
3-acyl
starting
corresponding
aliphatic
ketones.
Finally,
utilized
for
synthesizing
indeno[1,2-b]quinolinones
via
Pd-catalyzed
dual
C–H
activation
approach.
ChemistrySelect,
Journal Year:
2021,
Volume and Issue:
6(4), P. 746 - 753
Published: Jan. 26, 2021
Abstract
In
this
work,
catalytic
activity
of
a
series
copper(I)
complexes
containing
dihydrobis(2‐mercapto‐benzimidazolyl)
borate
(Bb),
and
phosphine
co‐ligands
was
investigated
in
the
synthesis
N
‐heterocycle
compounds
including
2
H
‐indazoles
5‐substituted
1
‐tetrazoles.
The
complex
tricyclohexylphosphine
co‐ligand,
[Cu(Bb)(PCy
3
)],
displayed
highest
activities
for
formation
Apart
from
nontoxicity
strong
σ‐donating
ability
introduced
ligands,
catalyst
required
easy
handling
processes.
reactions
were
successfully
performed
at
low
loadings
either
PEG‐200
or
DMF
relatively
short
reaction
times.
diversity
these
also
explored
with
20
12
examples.
Finally,
current
system
is
amenable
to
large‐scale
production
compounds.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(18), P. 13049 - 13056
Published: Aug. 30, 2023
A
one-pot
metal-free
protocol
to
access
indazoles
from
easily
available
2-aminophenones
and
hydroxylamine
derivatives
has
been
achieved.
The
reaction
is
operationally
simple,
mild,
insensitive
air
moisture.
broad
range
of
were
prepared
in
good
excellent
yield
(up
97%
yield),
the
displayed
a
functional
group
tolerance.
was
performed
at
gram
scale,
its
synthetic
application
exhibited
through
rapid
efficient
preparation
bioactive
molecule
YC-3
FDA-approved
drug
axitinib.
