The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 5, 2024
Distinctive,
green,
innovative,
and
well-organized
photoinduced
(metal-
or
photocatalyst-free)
regioselective
decarbonylative
decarboxylative
C–O
bond
functionalization
protocols
to
access
aryl
2-aminobenzoates
2-substituted
benzoxazinone
derivatives
in
excellent
yields
have
been
devised.
These
are
achieved
through
the
chemoselective
scission
of
isatoic
anhydride
with
ketones,
diaryliodonium
triflate,
nitroalkene,
phthalazinone,
phenol
derivatives,
which,
turn,
served
as
representative
"electrophilic
nucleophilic"
coupling
partners.
Control
experiments
DFT
calculations
reveal
that
electrophilic
radical-bearing
partners
specifically
follow
decarbonylation
pathway,
while
nucleophilic
conjugates
facilitate
decarboxylation
process.
Thus,
devised
methods
represent
fragmentation
anhydride,
which
occurs
due
electronic
nature
Again,
C–O/O–C
formation
is
also
a
novel
outcome
this
methodology.
We
green
method
for
synthesizing
2-aminobenzoate-subtituted
paracetamol
route.
A
fluorescence
quenching
study
indicates
phenyl
2-aminobenzoate
detects
Fe(II)
ions,
exhibiting
no
reactivity
toward
various
other
metal
ions.
Additionally,
transition-metal-catalyzed
C–H
vinyl
sulfone
was
performed
at
ease
significant
yields,
appreciated
strategy
developed
by
us.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(8), P. 1863 - 1876
Published: Feb. 21, 2024
Abstract
Ru(II)‐catalyzed
and
solvent‐switched
[3+2]‐spiroannulation
[4+n]
(n=1,
2,
3)
annulations
of
2‐aryl
quinazolinone
or
2‐aryl‐2,3‐dihydrophthalazine‐1,4‐diones
with
ynones
alkynyl
alcohol
1,3‐diynes
under
mild
reaction
conditions
have
been
analyzed.
These
reactions
take
place
in
the
presence
appropriate
solvent
features
a
redox‐neutral
pathway.
Ynone
serves
as
an
‘atypical
one‐carbon
unit’
[4+1]
annulation
generates
tetrasubstituted
carbon
center
bearing
diverse
heterocycles
through
[3+2]
strategies.
Post
transformations
synthesized
spiro‐products
augments
potential
developed
methodology.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(19), P. 13749 - 13759
Published: Sept. 20, 2023
As
important
substrates
for
the
construction
of
heterocycles,
a
simple
and
efficient
approach
synthesis
1,4-diones
is
highly
desirable.
In
this
work,
novel
electrochemical
radical
reactions
enol
acetates
1,3-diketones
have
been
developed
to
successfully
achieve
1,4-diketones
under
catalyst-free
oxidant-free
conditions.
The
wide
range
substrates,
good
group
tolerance,
operation
process
make
practical
value.
Moreover,
obtained
can
be
easily
further
transformed
pyrrole
furan
derivatives.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(42), P. 8603 - 8616
Published: Jan. 1, 2023
An
efficient,
mild
method
for
direct
regioselective
acylation
of
quinazolines
under
metal-free
conditions
was
developed
with
bis(trifluoroacetoxy)iodobenzene
and
trimethylsilyl
azide
at
ambient
temperature.
The
reaction
aldehydes
gave
the
corresponding
acyl
in
ethyl
acetate
good
to
excellent
yields
functional
group
tolerance
site
selectivity.
In
addition,
mechanism
quinazolinone
investigated
through
HPLC-HRMS
(high
pressure
liquid
chromatography-high
resolution
mass
spectrometry)
EPR
(electron
paramagnetic
resonance)
strategies.
ChemistrySelect,
Journal Year:
2024,
Volume and Issue:
9(33)
Published: Aug. 28, 2024
Abstract
Quinazolines
are
biologically
potent
heterocyclic
compounds;
however,
their
synthesis
poses
high
challenges.
In
this
present
study,
we
have
developed
an
inexpensive
cobalt
metal‐catalyzed
acceptorless
dehydrogenative
pathway
for
the
sequential
of
alkenylated
quinazolines
from
benzhydrol
via
dehydrogenation,
cyclization,
and
subsequent
sp
3
C−H
functionalization.
This
transformation
holds
potential
owing
to
its
commercially
available
key
starting
materials,
good
functional
tolerance,
moderate
reaction
conditions,
environmental
friendliness,
applicability
gram‐scale
synthesis.
Furthermore,
synthetic
utility
synthesized
derivatives
has
been
explored
through
various
reactions,
including
reduction,
halogenation,
methoxylation,
Michael
addition,
spiro
cyclization.
Additionally,
photophysical
properties
indicate
that
nitrogen
atom
readily
undergoes
a
reversible
protonation,
leading
significant
changes
in
colour.
characteristic
presents
opportunity
creation
pH
sensors
with
colourimetric
capabilities.
Molecules,
Journal Year:
2024,
Volume and Issue:
29(16), P. 3844 - 3844
Published: Aug. 13, 2024
Acyl-1,4-dihydropyridines
have
recently
emerged
as
universal
acylation
reagents.
These
easy-to-make
and
bench-stable
NADH
biomimetics
play
the
dual
role
of
single-electron
reductants
sources
acyl
radicals.
This
review
article
discusses
applications
acyl-1,4-dihydropyridines
in
organic
synthesis
since
their
introduction
2019.
Acyl-1,4-dihydropyridines,
activated
by
photochemical,
thermal
or
electrochemical
methods,
been
successfully
applied
radical
multiple
diverse
transformations
such
addition
to
olefins,
alkynes,
imines
other
acceptors,
well
late-stage
functionalisation
natural
products
APIs.
Release
radicals
an
electron
can
be
performed
under
mild
conditions—in
green
solvents,
air
sunlight,
without
use
photocatalysts,
photosensitizers
external
oxidants—which
makes
them
ideal
reagents
for
chemists.
Synlett,
Journal Year:
2024,
Volume and Issue:
35(20), P. 2289 - 2296
Published: Aug. 12, 2024
Abstract
The
impetuous
development
of
the
pharmaceutical
industry
and
material
science
stimulates
search
for
new
synthetic
approaches
methods
synthesis
functionalization
aza-heterocycles;
these
are
some
key
objectives
modern
organic
chemistry.
As
a
result,
an
advanced
method
towards
functionalized
N-heterocycles
that
circumvents
limitations
associated
with
traditional
needs
to
be
devised.
In
recent
decades,
rearrangement/reorganization
reactions
have
emerged
as
powerful
tool
efficient
aza-heterocycle.
this
illustration,
we
summarize
our
efforts
in
few
complex
aza-heterocyclic
cores.
1
Introduction
2
Skeletal
Rearrangement
Small
Heterocycles
via
Domino
Ring-Opening
Ring-Closing
(DROC)
Strategy
3
Ru(II)-Catalyzed
Quinazoline
Ring
4
Lewis
Acid
Catalyzed
Furans
Indolizine
Cores
5
Donor–Acceptor
Cyclopropanes
6
Mediated
Spirocyclopropylpyrazolones
7
through
Distortion
8
Conclusion
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
We
reported
a
sunlight-promoted,
three-component
reaction
involving
glyoxal
hydrates,
anilines,
and
4-alkyl
DHPs
for
the
synthesis
of
α-aminoketones
with
high
yields
under
ambient
conditions
without
additional
photocatalysts
or
additives.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(21), P. 15686 - 15693
Published: Oct. 21, 2024
A
unified
method
toward
the
synthesis
of
functionalized
diazepines
and
quinazolines
through
reorganization
molecular
skeleton
has
been
devised.
The
process
is
indulged
by
electrical
energy
via
a
domino
N1–N2
bond
cleavage
followed
concomitant
ring
closing,
initiating
from
cinnolines
indazoles
as
designed
precursors.
Additionally,
an
intermolecular
homologation
also
established
to
synthesize
densely
dihydroquinazolines
2,3-diaryl-indazoles
acetonitrile
involving
same
electrochemical
strategy.
