Synthesis of Bridged Bicyclic Systems peri‐Annulated to the Indole Ring: Tropane‐Fused Indoles
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(12), С. 2784 - 2790
Опубликована: Апрель 23, 2024
Abstract
Ytterbium
triflate
catalysed
domino
reaction
of
(3‐formyl‐4‐indolyl)‐derived
donor‐acceptor
cyclopropane
with
primary
amines
provides
a
simple
approach
to
an
unprecedented
tetracyclic
skeleton
in
which
tropane
system
is
peri
‐annulated
indole
core.
This
process
involves
the
formation
imine
and
its
(3+2)‐cross‐cycloaddition
moiety,
yielding
tropane‐fused
core
under
mild
conditions.
These
products
are
significant
interest
for
pharmacology
as
potential
hybrid
molecules
dual
mode
action.
Язык: Английский
Synthesis of Mesoionic 1,3,4-Thiadiazole-2-Thiolates
Molbank,
Год журнала:
2025,
Номер
2025(2), С. M2010 - M2010
Опубликована: Май 22, 2025
A
reliable
synthesis
of
C5-unsubstituted
1,3,4-thiadiazole-2-thiolates
is
described
that
avoids
potentially
explosive
or
laborious
steps.
This
work
presents
a
method
for
preparing
the
starting
material
dithioformate
from
carbon
disulfide
and
potassium
sodium
tri-sec-butylhydroborates
preparation
mesoionic
title
compounds
with
hydrazinecarbodithioates.
New
are
presented,
missing
structural
analysis
data
known
derivatives
added
(1D-
2D-NMR,
HR-ESI-MS,
IR).
Язык: Английский
Synthesis of functionalized tetrahydropyridazines from hydrazones
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(38), С. 7753 - 7766
Опубликована: Янв. 1, 2024
The
tetrahydropyridazine
motif
is
widely
present
in
plenty
of
natural
products
and
biologically
active
molecules.
Easily
prepared
from
the
condensation
carbonyls
with
hydrazines,
hydrazones
are
versatile
synthetic
building
blocks
that
frequently
used
organic
synthesis.
Hydrazones
also
utilized
synthesis
nitrogen-containing
molecules,
especially
heterocycles.
presence
CN-N
unit
product
makes
ideal
substrates
for
derivatives.
Here,
this
review,
we
summarize
recent
progress
construction
variously
substituted
tetrahydropyridazines
different
hydrazone
derivatives
together
mechanism
discussions.
Язык: Английский
DFT Study on the Mechanism of Phosphine-Catalyzed Ring-Opening Reaction of Cyclopropyl Ketone
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
In
the
present
study,
mechanism,
origin
of
chemoselectivity,
and
substituent
effects
phosphine-catalyzed
ring-opening
reaction
cyclopropyl
ketone
have
been
investigated
using
DFT
method.
Multiple
pathways,
including
formation
hydrofluorenone,
Cloke-Wilson
product,
cyclopenta-fused
were
studied
compared.
The
computational
results
show
that
pathway
for
hydrofluorenone
is
most
favorable
one,
which
involves
four
processes:
nucleophilic
substitution
to
open
three-membered
ring,
an
intramolecular
Michael
addition
enolate
intermediate,
[1,5]-proton
transfer
give
ylide,
Wittig
deliver
final
product.
For
disclosing
structural
analysis
local
reactivity
index
performed.
Moreover,
also
considered
QTAIM
analysis.
current
study
would
provide
useful
insights
understanding
chemoselective
reactions.
Язык: Английский
Overview of Phenylhydrazine‐Based Organic Transformations
ChemistrySelect,
Год журнала:
2024,
Номер
10(1)
Опубликована: Дек. 30, 2024
Abstract
Phenylhydrazines,
comprised
of
a
phenyl
group
attached
with
hydrazine
unit,
contribute
potentially
to
organic
synthetic
transformations.
Because
the
myriad
applications,
last
decade
has
witnessed
considerable
upsurge
interest
perform
various
reactions
catalyzed/mediated/promoted
by
phenylhydrazines.
Some
these
have
shown
high
regioselectivity
in
short
reaction
time
under
mild
conditions.
The
emergence
innumerable
transformations
utilizing
phenylhydrazine
unleashed
numerous
openings
for
development
diverse
heterocyclic
scaffolds.
Given
importance
this
valuable
chemical
entity,
review
highlights
methodologies
Moreover,
present
article
will
considerably
synthesis
as
well
pharmaceutical
chemistry.
Academically,
be
interesting
and
informative
researchers
attempting
develop
new
routes
structures.
Язык: Английский