Abstract
Electrosynthesis
of
selenylated‐oxazolone
derivatives
via
cascade
selenylation/cyclization
ynamides
was
disclosed.
A
series
diaryl
diselenides,
dialkyl
and
heteroaryl‐substituted
tolerated
in
this
protocol
delivered
4‐selenyloxazolones
28–83%
yields.
The
scale‐up
reaction
the
oxidation
performed
to
showcase
practicability
method.
Furthermore,
mechanistic
experiments
indicated
that
a
cationic
pathway
instead
radical
probably
involved.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(12), P. 2288 - 2293
Published: March 23, 2022
A
novel
and
simple
organoselenium-involved
7-membered
cyclization
to
access
diverse
seleno-benzo[b]azepines
has
been
developed.
This
protocol
involves
an
electrophilic
process
is
accomplished
under
mild
conditions.
Discussion
of
the
mechanism
rationalizes
regioselectivity
observed
in
transformation.
The
studies
further
transformation
large-scale
experiment
reveal
promising
utility
this
methodology.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(24), P. 16790 - 16796
Published: Nov. 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.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(36)
Published: April 23, 2024
Three
hybrid
electrochemical
protocols,
which
involve
the
energy
transfer,
direct
photolysis
and
N-hydroxyphthalimide
catalyst,
respectively,
are
presented
for
selenylation/cyclization
of
fragile
substrates
3-aza-1,5-dienes
with
diorganyl
diselenides
to
afford
3-selenomethyl-4-pyrrolin-2-ones.
The
two
electrophotocatalytic
reactions
indirect
electrolysis
one
both
regioselective
external-oxidant-
transition-metal-free,
associated
a
broad
substrate
scope
high
Se-economy,
all
three
methods
amenable
gram-scale
syntheses,
late-stage
functionalizations,
sunlight-induced
experiments
all-solar-driven
syntheses.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(21), P. 14609 - 14622
Published: Oct. 25, 2022
Intermolecular
carboselenenylation
of
easily
accessible
alkenes
by
utilizing
diselenides
and
N-fluorobenzenesulfonimide
(NFSI)
under
metal-free
mild
conditions
is
reported.
Preliminary
mechanistic
studies
indicate
that
the
oxidation
diselenide
NFSI
through
a
single-electron-transfer
process
produces
an
active
selenenyl
cationic
radical
species
initiates
intermolecular
olefins,
forming
key
Se-C
C-C
bonds.
Under
optimized
conditions,
broad
spectrum
functionally
structurally
diverse
selenoether
derivatives
with
promising
yields
accessed
very
high
functional
group
tolerance.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 24, 2025
The
asymmetric
catalytic
[3+2]
cycloannulation
of
benzoxazinones
with
isatin-derived
ketimines
for
the
efficient
construction
imidazo[5,1-c]oxazinones
has
been
developed,
which
realized
first
reaction
excellent
stereoselectivities.
A
series
containing
three
stereogenic
centers
one
gem-diamine-type
spiro
tetrasubstituted
center
were
obtained
in
this
organocatalytic
good
yields
and
high
functional
group
tolerance.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(27), P. 4886 - 4891
Published: July 1, 2022
The
highly
regioselective
C6–H
hydroxylalkylation
of
purines
and
purine
nucleosides
within
10
min
via
the
α-C(sp3)–H
functionalization
alcohols
at
room
temperature
is
reported
here
for
first
time.
reaction
tolerated
various
functional
groups,
which
have
potential
further
modification
to
afford
other
valuable
molecules.
method
avoids
metal
catalysts,
light,
protecting
giving
a
direct
strategy
access
6-substitued
alkylated
with
pharmaceutical
bioactivities.
