The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 28, 2024
An
amine-promoted
three-component
radical
selenofunctionalization
reaction
of
alkenes
with
TBHP
and
diselenide
is
disclosed.
The
conditions
are
mild
suitable
for
a
wide
range
substrates
(29
examples),
all
give
the
corresponding
hydroxyselenenylation
products
in
moderate
to
excellent
yields.
In
addition,
preliminary
studies
on
mechanism
reveal
that
current
method
might
proceed
via
pathway.
serves
as
both
initiator
source
hydroxyl
group.
ACS Catalysis,
Год журнала:
2024,
Номер
14(6), С. 4318 - 4328
Опубликована: Март 6, 2024
Sulfonyl
fluorides
have
found
increasing
applications
as
functional
molecules
in
chemistry
and
biology.
We
herein
report
a
copper-catalyzed
atom-economical
access
to
two
categories
of
sulfonyl
through
radical
relay
strategy
the
presence
an
SO2
surrogate.
The
aliphatic
C(sp3)–H
bond
N-fluoro-N-alkyl
sulfonamides
reacted
via
1,5-hydrogen
atom
transfer
(HAT)
process,
affording
alkanesulfonyl
with
proximal
amino
group.
On
other
hand,
utilizing
substrates
containing
proper
C═C
double
resulted
intramolecular
olefin
aminofluorosulfonylation,
allowing
synthesis
fluorosulfonyl-functionalized
pyrrolidines
piperidines
atom-transfer
addition
(ATRA).
Both
reaction
systems
proceeded
under
mild
conditions,
requiring
no
additional
fluorine
source.
Experimental
computational
studies
suggest
that
S–F
coupling
is
likely
achieved
radical-rebound
pathway.
By
taking
advantage
SuFEx
multifunctionality
products,
method
applicable
late-stage
modification
bioactive
compounds,
drug
ligation
chemistry,
organic
synthesis.
Organic & Biomolecular Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
Selenium-based
catalysts
have
recently
been
utilized
to
facilitate
a
variety
of
new
organic
transformations,
owing
their
intrinsic
advantages,
including
low
cost,
toxicity,
stability
in
both
air
and
water,
strong
compatibility
with
diverse
functional
groups.
The
difunctionalization
alkenes-the
process
incorporating
two
groups
onto
carbon-carbon
double
bond-has
garnered
particular
interest
within
the
chemical
community
its
significant
applications
synthesis.
Recently,
organoselenium-catalyzed
alkenes
has
emerged
as
an
ideal
powerful
route
obtain
high-value
vicinal
difunctionalized
molecules.
This
review
emphasizes
recent
advancements
this
rapidly
evolving
field,
focusing
on
scope,
limitations,
mechanisms
various
reactions.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(24), С. 16790 - 16796
Опубликована: Ноя. 28, 2023
A
general
and
efficient
method
for
the
synthesis
of
various
selanyl
phenanthrenes/polycyclic
heteroaromatics
through
electrophilic
annulation
2-alkynyl
biaryls
with
diorganyl
diselenides
under
metal-free
mild
conditions
was
established.
The
sulfanyl
phenanthrene
also
obtained
in
moderate
yields.
Abstract
A
practical
electrochemical
method
for
the
synthesis
of
β‐hydroxyselenides
has
been
developed
under
an
external
oxidant‐free
condition
at
room
temperature
air
from
alkenes
with
diselenides
and
H
2
O.
radical
mechanism
is
proposed
this
transformation
gram‐scale
reactions
demonstrate
practicability
reaction.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 8, 2025
A
novel
green
methodology
for
the
Oxone-mediated
oxidative
addition
of
alkenes
via
intramolecular
acyl
migration
has
been
developed.
This
transformation
utilizes
N-acyl-N-sulfonyl
allylamines
and
diselenides
as
starting
materials,
with
Oxone
serving
oxidant
water
a
partial
oxygen
source.
The
protocol
enables
synthesis
series
β-acyloxy-γ-selenyl
sulfonamides
high
to
excellent
yields
demonstrates
broad
substrate
scope.
Notably,
yield
was
maintained
in
gram-scale
experiments,
highlighting
scalability
this
method.
Through
comprehensive
control
we
have
elucidated
reaction
mechanism,
which
involves
rapid
radical
generation,
predominant
cationic
pathway,
migration.
study
presents
an
efficient
environmentally
benign
approach
valuable
sulfonamides.
Chemical Reviews,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 22, 2025
Fluorine
and
nitrogen
form
a
successful
partnership
in
organic
synthesis,
medicinal
chemistry,
material
sciences.
Although
fluorine-nitrogen
chemistry
has
long
rich
history,
this
field
received
increasing
interest
made
remarkable
progress
over
the
past
two
decades,
driven
by
recent
advancements
transition
metal
organocatalysis
photochemistry.
This
review,
emphasizing
contributions
from
2015
to
2023,
aims
update
state
of
art
synthesis
applications
nitrogen-based
organofluorine
functional
molecules
chemistry.
In
dedicated
sections,
we
first
focus
on
fluorine-containing
reagents
organized
according
type
groups
attached
nitrogen,
including
N-F,
N-RF,
N-SRF,
N-ORF.
review
also
covers
nitrogen-linked
building
blocks,
catalysts,
pharmaceuticals,
agrochemicals,
underlining
these
components'
broad
applicability
growing
importance
modern
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(14), С. 3160 - 3165
Опубликована: Май 25, 2024
Abstract
A
visible‐light‐induced
method
was
developed
to
synthesize
selenylated
cyclic
boronic
esters
through
intermolecular
oxyselenenylation.
This
can
be
performed
under
additive‐free
and
photocatalyst‐free
conditions
generates
potentially
pharmaceutically
useful
heterocycles.
plausible
reaction
mechanism
proposed
based
on
several
control
experiments
previous
reports.
