Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 16, 2024
Abstract
A
facile
and
mild
strategy
for
the
synthesis
of
5,6‐dihydro‐1,4,2‐dioxazines
by
reaction
aromatic
chlorooximes
with
2‐chloroethanol
in
presence
NaH
at
room
temperature
a
short
period
time
is
developed.
This
further
extended
substituted
1,4,2‐dioxazines
using
2‐chlorophenols.
Similarly,
5,6‐dihydro‐1,4,2‐dioxazepine
was
also
synthesized
chlorooxime
3‐bromopropanol.
The
developed
protocol
simple,
efficient
produces
environmentally
benign
byproducts.
New Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
48(19), P. 8667 - 8671
Published: Jan. 1, 2024
Facile
synthesis
of
spiro-pyrazolone-tetrahydrofurans
&
pyrans
by
base-mediated
cascade
ipso
-cyclization
haloalcohols
arylidine
pyrazolones
is
realised.
Features
include
brief
reaction
time,
practicality,
good
yields
and
mild
conditions.
Synlett,
Journal Year:
2023,
Volume and Issue:
34(17), P. 1961 - 1977
Published: April 4, 2023
Abstract
In
this
Account,
we
summarize
recent
developments
in
Hauser–Kraus
(H–K)
annulation
with
respect
to
syntheses
of
natural
products
and
other
functionalized,
fused,
or
spiro
carbocycles
heterocycles.
Although
the
classical
H–K
occurs
between
a
1,4-dipolar
synthon
(a
3-nucleophilic
phthalide),
1,2-dipolar
Michael
acceptor),
alternative
modes
annulation,
such
as
[4+4]
[4+1],
well
reactivities
phthalides
that
have
been
reported
years,
are
also
covered
account.
1
Introduction
2
Annulation
Total
Syntheses
3
Methodologies
3.1
[4+2]
3.2
Followed
by
Rearrangement
3.3
Addition
E2
Elimination
4
Miscellaneous
Reactions
5
Conclusions
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 15, 2025
The
Hauser-Kraus
annulation
of
sulfonylphthalide
with
Morita-Baylis-Hillman
(MBH)
adducts
nitroalkenes
provides
access
to
phenanthrenes
and
naphthoquinone
fused
dihydrobenzoxepines.
H-K
results
in
naphthoquinones
bearing
a
key
alcohol
group
protected
form,
which
leads
tetracyclic
oxepines
upon
reaction
formaldehyde.
These
alcohols
yield
functionalized
via
oxidation
[3
+
3]
β-ketoesters.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(7), P. 4519 - 4527
Published: March 29, 2023
A
convenient
protocol
for
the
synthesis
of
spirobenzofuran-isobenzofurans
and
substituted
benzofurans
via
a
modified
Hauser–Kraus
reaction
3-sulfonylphthalide
with
2-formylaryl
triflates
is
reported
here.
The
initial
involved
1,2-addition
phthalide
to
formyl
group
intramolecular
cyclization
substitution
triflate
followed
by
cascade
rearrangements
leading
spirolactone
or
benzofuran
derivatives.
electronic
nature
substituents
on
aryl
affected
course
outcome
reaction.
mechanism
was
supported
successful
characterization
one
intermediates
mass
spectrometry.
medicinally
relevant
influenza
virus
type
B
inhibitor,
benzofuroisocoumarin,
synthesized
in
single
step
from
spiro
compound,
thus
demonstrating
synthetic
utility
our
methodology.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(9), P. 2003 - 2007
Published: March 12, 2024
Abstract
A
DBU‐promoted
[3+2]
cyclization/retro‐Mannich
cascade
reaction
of
N
‐aminoisoquinolinium
and
‐aminoquinolinium
derivatives
with
para
‐quinone
methides
has
been
established,
employing
a
C=C
double
bond
cleavage.
broad
range
salts,
are
well
tolerated,
providing
the
corresponding
rearrangement
products.
Moreover,
scaled‐up
reactions
diverse
derivatizations
products
were
also
investigated
discussed.
Asian Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
12(5)
Published: March 8, 2023
Abstract
Iodine/
tert
‐butyl
hydroperoxide
(TBHP)
mediated
synthesis
of
sulfenamides
via
oxidative
cross‐coupling
thioureas
and
amines
without
desulfurization
is
developed.
Diversely
substituted
have
been
synthesized
in
moderate
to
good
yields
short
reaction
time.
The
present
strategy
further
explored
for
the
functionalized
thiazole
derivatives.
DFT
studies
mechanistic
investigations
indicate
that
current
coupling
proceeds
radical
pathway.
New Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
48(36), P. 15866 - 15869
Published: Jan. 1, 2024
NaH-mediated
synthesis
of
spiro-pyrazolone–pyrrolidinones
using
arylidine
pyrazolones
and
2-chloro-
N
-phenylacetamides
is
developed.
Features
are
atom
step
economy,
mild
conditions,
short
reaction
time,
gram
scale
good
yields.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(44)
Published: Nov. 10, 2024
Abstract
Cu(OTf)
2
catalysed
1,6‐addition
and
oxidative
C−H
functionalization
of
p
‐quinone
methides
with
sydnones
is
developed.
Diversely
substituted
triarylmethanes
quinones
have
been
synthesized
in
good
to
excellent
yields
short
reaction
time.
Further,
the
antioxidant
activity
some
synthesised
was
investigated
using
DPPH
assay
compounds
show
property.
