Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
13(11)
Published: Aug. 28, 2024
Abstract
The
poor
nucleofugality
of
the
amino
group
renders
C−N
bond
functionalization
primary
aromatic
amines
highly
challenging.
Herein,
we
report
a
direct
substitution
reaction
2‐aminotropones,
bearing
unique
non‐benzenoid
seven‐membered
ring
that
exists
in
some
natural
products
and
bioactive
molecules,
with
potassium
allyltrifluoroborates
through
cleavage
under
transition‐metal‐free
conditions.
2‐aminotropones
were
directly
substituted
presence
sodium
bicarbonate,
delivering
structurally
diverse
2‐allyltropones
moderate
to
good
yields.
is
free
directing
groups,
activating
groups
transition
metals,
providing
convenient
method
access
tropones.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 21, 2024
The
site-selective
alkylation
of
α-aminotropones
is
effectively
realized
via
gold(I)-catalyzed
electrophilic
activation
allenamides
and
allenyl
ethers,
yielding
up
to
85%
in
30
examples.
A
dedicated
combined
spectroscopic
computational
investigation
accounts
for
both
chemo-
regioselective
profiles
the
protocol.
New
opportunities
chemical
space
tropone/tropolone
derivatives
are
identified.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(23), P. 16456 - 16466
Published: Nov. 10, 2023
The
tropone
skeleton
exists
in
a
number
of
natural
products
and
bioactive
substances,
currently,
the
applications
substituted
tropones
are
significantly
limited
by
their
preparative
methods.
Herein,
we
report
very
convenient
method
to
access
2-alkyltropones
via
organic
base-catalyzed
tandem
reaction
tropinone-derived
quaternary
ammonium
salts.
Tropinone
methiodide
reacted
with
wide
variety
aromatic
aliphatic
aldehydes
presence
1,4-diazabicyclo[2.2.2]octane
afford
structurally
diverse
moderate
excellent
yields
extremely
high
site
selectivity.
employs
readily
available
feedstocks
reagents,
is
free
transition
metals
compatible
water
air,
tolerates
functional
groups,
can
be
easily
scaled
up.
Moreover,
amenable
various
synthetic
transformations.
Preliminary
mechanistic
studies
revealed
that
proceeded
deamination,
aldol
condensation,
isomerization.
Reactions,
Journal Year:
2024,
Volume and Issue:
5(1), P. 111 - 119
Published: Jan. 22, 2024
A
synthetic
approach
to
dibenzofurotropone
derivatives
1
has
been
developed
through
the
palladium-catalyzed
cyclization
of
(2-bromoaryl)(3-arylfuran-2-yl)methanones
2
via
activation
arylic
C–H
bonds.
Compounds
were
easily
prepared
from
palladium-promoted
acyl
migration
and
(Z)-pent-2-en-4-yn-1-yl
acetates
3
in
presence
1,8-diazabicyclo(5.4.0)undec-7-ene
(DBU),
followed
by
oxidative
decarbonylation
oxidation
with
O2.
Ten
new
tropone
compounds
are
reported
these
show
absorption
UV-vis
region
emission
visible
region.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(47), P. 9321 - 9325
Published: Jan. 1, 2023
An
unprecedented
organic
base-promoted
reaction
of
readily
available
tropinone
derivatives
with
thiols
has
been
established
to
access
thiolated
2,7-disubstituted
tropones.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 12, 2024
α-Methoxytropone
is
a
structural
motif
found
in
various
natural
products
and
other
compounds
of
interest
to
the
scientific
community
but
remains
synthetic
challenge.
The
present
Note
describes
synthesis
variously
substituted
α-methoxytropones
related
through
an
intermolecular
3-hydroxy-4-pyrone-based
oxidopyrylium
(5
+
2)
cycloaddition
followed
by
samarium
iodide-mediated
reductive
ring-opening.
strategy
highlighted
novel
AC-ring
analogue
colchicine
compare
it
existing
methods.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(39), P. 7900 - 7907
Published: Jan. 1, 2023
Fluorescent
small-molecules
capable
of
altering
their
profiles
in
response
to
environmental
changes
are
exceptionally
valuable
tool
compounds
throughout
the
scientific
community.
The
following
manuscriipt
describes
a
new
class
fluorescent
small
molecules
based
on
lactam-fused
tropolones
that
responsive
dynamic
range
changes.
These
can
be
easily
obtained
through
rapid
annulation
procedure
between
appropriately
functionalized
and
primary
amines,
which
is
often
complete
within
minutes
at
room
temperature.
Molecules
generated
this
approach
have
been
identified
with
fluoresence
emission
across
visible
light
spectra,
tuned
either
tropolone
or
amine
component.
They
also
highly
solvent,
pH,
certain
divalent
metal
ions.
Tropolone-fused
lactams
thus
represent
tunable
could
find
value
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(52), P. 6619 - 6622
Published: Jan. 1, 2024
A
new
method
to
synthesise
functionalised
cycloheptatrienes
was
established
using
the
anionic
8π-electrocyclic
reaction
of
β-ketoester-derived
dienyne
substrates.
Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
13(11)
Published: Aug. 28, 2024
Abstract
The
poor
nucleofugality
of
the
amino
group
renders
C−N
bond
functionalization
primary
aromatic
amines
highly
challenging.
Herein,
we
report
a
direct
substitution
reaction
2‐aminotropones,
bearing
unique
non‐benzenoid
seven‐membered
ring
that
exists
in
some
natural
products
and
bioactive
molecules,
with
potassium
allyltrifluoroborates
through
cleavage
under
transition‐metal‐free
conditions.
2‐aminotropones
were
directly
substituted
presence
sodium
bicarbonate,
delivering
structurally
diverse
2‐allyltropones
moderate
to
good
yields.
is
free
directing
groups,
activating
groups
transition
metals,
providing
convenient
method
access
tropones.
