Recent Strategies in the Nucleophilic Dearomatization of Pyridines, Quinolines, and Isoquinolines
Chemical Reviews,
Год журнала:
2024,
Номер
124(3), С. 1122 - 1246
Опубликована: Янв. 2, 2024
Dearomatization
reactions
have
become
fundamental
chemical
transformations
in
organic
synthesis
since
they
allow
for
the
generation
of
three-dimensional
complexity
from
two-dimensional
precursors,
bridging
arene
feedstocks
with
alicyclic
structures.
When
those
processes
are
applied
to
pyridines,
quinolines,
and
isoquinolines,
partially
or
fully
saturated
nitrogen
heterocycles
formed,
which
among
most
significant
structural
components
pharmaceuticals
natural
products.
The
inherent
challenge
lies
low
reactivity
heteroaromatic
substrates,
makes
dearomatization
process
thermodynamically
unfavorable.
Usually,
connecting
event
irreversible
formation
a
strong
C–C,
C–H,
C–heteroatom
bond
compensates
energy
required
disrupt
aromaticity.
This
aromaticity
breakup
normally
results
1,2-
1,4-functionalization
heterocycle.
Moreover,
combination
these
subsequent
tandem
stepwise
protocols
allows
multiple
heterocycle
functionalizations,
giving
access
complex
molecular
skeletons.
aim
this
review,
covers
period
2016
2022,
is
update
state
art
nucleophilic
dearomatizations
showing
extraordinary
ability
dearomative
methodology
indicating
their
limitations
future
trends.
Язык: Английский
(E)-selective syntheses of Hemicurcuminoids/Styryl diketones by Wittig olefination of aromatic, cinnamic and aliphatic aldehydes
Tetrahedron Letters,
Год журнала:
2025,
Номер
unknown, С. 155560 - 155560
Опубликована: Март 1, 2025
Язык: Английский
C3 Functionalization of Indolizines via HFIP-Promoted Friedel–Crafts Reactions with (Hetero)arylglyoxals
ACS Omega,
Год журнала:
2023,
Номер
8(18), С. 16131 - 16144
Опубликована: Апрель 27, 2023
A
highly
efficient
Friedel–Crafts
type
hydroxyalkylation
at
the
C3
position
of
indolizines
with
(hetero)arylglyoxals
has
been
achieved
by
action
hexafluoroisopropanol
(HFIP)
under
mild
reaction
conditions,
leading
to
direct
access
a
variety
polyfunctionalized
in
excellent
yields.
Installation
more
diverse
functional
groups
site
indolizine
scaffold
was
realized
via
further
elaboration
resulting
α-hydroxyketone
moiety,
allowing
for
expansion
chemical
space.
Язык: Английский
Dinitropyridines: synthesis and reactions
Asian Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Июль 29, 2024
Abstract
Dinitropyridines
are
one
of
the
promising
classes
heterocyclic
compounds.
They
considered
as
useful
precursors
explosives
and
energetic
compounds,
agrochemicals,
biosensors
biologically
active
compounds
with
diverse
properties:
antitumor,
antiviral,
anti‐neurodegenerative.
Preliminary
analysis
literature
data
shows
that
chemistry
polynitropyridines
has
been
actively
developing
over
past
few
decades.
This
is
evidenced
by
steadily
growing
annual
number
publications.
In
this
review
on
synthesis,
reactions
practical
application
isomeric
dinitropyridines
a
period
2010–2024
analyzed.
Язык: Английский