European Journal of Organic Chemistry,
Год журнала:
2021,
Номер
2021(29), С. 3938 - 3969
Опубликована: Июнь 7, 2021
Abstract
Chiral
halogenated
substances
have
many
applications
in
pharmaceuticals,
agrochemicals,
and
materials,
such
as
polymers,
liquid
crystals
intermediates
synthesis.
The
presence
of
a
halogen
atom
molecule
can
large
effect
its
properties;
for
instance,
halogens
are
used
drugs
to
improve
lipophilicity,
membrane
permeability
absorption,
even
the
blood‐brain
barrier
permeability.
As
highlighted
this
review,
there
nowadays
range
highly
selective,
versatile
halogenating
reagents,
electrophilic,
nucleophilic
or
radical
nature,
which
operate
under
mild
conditions,
allowing
late‐stage
functionalization
complex
molecules
cascade
reactions.
Recent
developments
organocatalyst
design
revealed
novel
Cinchona
alkaloids
derivatives,
chiral
phosphoric
acids,
amines,
phosphines
several
bifunctional
catalysts,
mostly
thiourea‐
squaramide‐based,
introduced
chirality,
with
high
levels
enantio‐
diastereoselection,
formation
one
multiple
centers
single
synthetic
operation,
shown.
In
review
we
survey
literature
published
field
from
2014
2020.
Organic Letters,
Год журнала:
2025,
Номер
27(4), С. 1030 - 1035
Опубликована: Янв. 20, 2025
Compared
with
the
energetically
favorable
5-
or
6-membered
fluoro-functionalized
heterocycles,
construction
of
medium-sized
fluoro-heterocycles
is
relatively
under-researched
because
their
inherently
unfavorable
enthalpic
and
entropic
nature.
Based
on
rational
design
DFT
calculations,
a
novel
photocatalytic
difluoromethyl
radical-initiated
intramolecular
7-endo-trig
cyclization
was
realized,
thus
affording
sustainable
route
for
synthesis
challenging
N-heterocycles.
Depending
atomic
dipole
moment
corrected
Hirshfeld
population
(ADCH)
charge
chemoselective
6-exo-trig
radical
cyclizations
were
further
replenished.
Large-scale
derivatization
demonstrated
wide
utility
this
method.
European Journal of Organic Chemistry,
Год журнала:
2021,
Номер
2021(44), С. 5946 - 5974
Опубликована: Окт. 6, 2021
Abstract
As
a
consequence
of
the
ever‐increasing
relevance
fluorinated
drugs
in
medicinal
chemistry,
organofluorine
chemistry
has
become
hot
topic
research
area
during
last
decade.
Asymmetric
carbon‐fluorine
bond‐forming
reactions
have
enormously
developed
recent
years
with
considerable
findings
related
to
novel
and
synthetic
approaches.
These
new
efforts
contributed
access
growing
number
molecules
complex
natural
or
products
high
drug
research.
Illustrative
examples
methodologies,
including
organocatalytic
processes,
asymmetric
syntheses
phase‐transfer
catalytic
methods
for
enantioselective
incorporation
fluorine
atom(s)
into
versatile
molecular
entities,
are
covered
current
Review,
focusing
on
main
contributions
ten
years.
European Journal of Organic Chemistry,
Год журнала:
2021,
Номер
2021(29), С. 3938 - 3969
Опубликована: Июнь 7, 2021
Abstract
Chiral
halogenated
substances
have
many
applications
in
pharmaceuticals,
agrochemicals,
and
materials,
such
as
polymers,
liquid
crystals
intermediates
synthesis.
The
presence
of
a
halogen
atom
molecule
can
large
effect
its
properties;
for
instance,
halogens
are
used
drugs
to
improve
lipophilicity,
membrane
permeability
absorption,
even
the
blood‐brain
barrier
permeability.
As
highlighted
this
review,
there
nowadays
range
highly
selective,
versatile
halogenating
reagents,
electrophilic,
nucleophilic
or
radical
nature,
which
operate
under
mild
conditions,
allowing
late‐stage
functionalization
complex
molecules
cascade
reactions.
Recent
developments
organocatalyst
design
revealed
novel
Cinchona
alkaloids
derivatives,
chiral
phosphoric
acids,
amines,
phosphines
several
bifunctional
catalysts,
mostly
thiourea‐
squaramide‐based,
introduced
chirality,
with
high
levels
enantio‐
diastereoselection,
formation
one
multiple
centers
single
synthetic
operation,
shown.
In
review
we
survey
literature
published
field
from
2014
2020.
