European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
27(5)
Published: Dec. 15, 2023
Abstract
The
reaction
of
2‐alkynylanilines
with
phenyliodonium
bis
(trifluoroacetate)
(PIFA)
and
diaryl
ditellurides
was
found
to
conveniently
afford
the
corresponding
3‐aryltelluroindoles
via
oxidative
cyclization/tellurolation.
A
plausible
mechanism
involving
in
situ
formation
reactive
ArTeOCOCF
3
from
PIFA
ditellurides,
subsequent
C−N/C−Te
bond
formations
postulated.
Chemical Society Reviews,
Journal Year:
2024,
Volume and Issue:
53(9), P. 4786 - 4827
Published: Jan. 1, 2024
This
review
summarizes
structural
and
synthetic
aspects
of
heterocyclic
molecules
incorporating
an
atom
a
hypervalent
main-group
element.
The
higher
thermal
stability
heterocycles,
as
compared
to
their
acyclic
analogs,
adds
special
feature
chemistry.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
146(1), P. 57 - 61
Published: Dec. 18, 2023
The
exploration
of
fourth-period
organoelements,
particularly
organoseleniums
in
their
highest
VI
oxidation
state,
is
limited
owing
to
stability
and
synthesis.
Herein,
the
isolation
a
new
class
quinolinyl-embedded,
hexavalent
selenium(VI)
benzoselenonates
has
been
discussed
further
evaluated
for
metal-free
electrocatalytic
hydrogen
evolution
reaction
(HER).
Se(VI)
exhibited
high
Faradaic
efficiency
(F.E.)
H2
gas
production
up
86%
with
very
good
turnover
number
(TON)
43
moderate
overpotential
(η)
500
mV;
presence
mild
acetic
acid
source
less
deprotonating
DMF
solvent.
Taken
together
various
(NMR,
UV–vis,
EPR)
spectroscopic
DFT
computation
studies,
plausible
HER
pathway
proposed,
which
suggests
that
electrochemical
reduction
quinolinyl
ring
initiation
step
acts
as
site
by
involving
hydridic
type
intermediate
generation.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(7), P. 4273 - 4285
Published: March 17, 2023
Copper-catalyzed
direct
selenation
of
substituted
2-bromo-N-phenylbenzamide
substrates
with
elemental
selenium
powder
provided
a
series
methoxy-substituted
isoselenazolones
via
the
C-Se
and
Se-N
bond
formations.
Phenolic
have
been
obtained
by
O-demethylation
corresponding
analogues
using
boron
tribromide.
Some
structurally
characterized
X-ray
single-crystal
analysis.
The
glutathione
peroxidase
(GPx)-like
antioxidant
activity
has
evaluated
both
in
thiophenol
coupled-reductase
assays.
All
showed
good
GPx-like
activities
assay.
ferric-reducing
power
phenolic
antioxidants
also
evaluated.
best
were
found
to
be
agents.
single
electron
transfer,
hydrogen
atom
proton-coupled
transfer
mechanisms
for
properties
all
catalysts
supported
density
functional
theory
calculations.
catalytic
cycle
was
proposed
one
involving
diselenide,
selenenyl
sulfide,
selenol,
selenenic
acid
as
intermediates
77Se{1H}
NMR
spectroscopy.
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(49)
Published: June 20, 2023
Benzamide-derived
organochalcogens
(chalcogen=S,
Se,
and
Te)
have
shown
promising
interest
in
biological
synthetic
chemistry.
Ebselen
molecule
derived
from
benzamide
moiety
is
the
most
studied
organoselenium.
However,
its
heavier
congener
organotellurium
under-explored.
Here,
an
efficient
copper-catalyzed
atom
economical
method
has
been
developed
to
synthesize
2-phenyl-benzamide
tellurenyl
iodides
by
inserting
a
tellurium
into
carbon-iodine
bond
of
2-iodobenzamides
one
pot
with
78-95
%
yields.
Further,
Lewis
acidic
nature
Te
center
basic
nitrogen
synthesized
2-Iodo-N-(quinolin-8-yl)benzamide
enabled
them
as
pre-catalyst
for
activation
epoxide
CO2
at
1
atm
preparation
cyclic
carbonates
TOF
TON
values
1447
h-1
4343,
respectively,
under
solvent-free
conditions.
In
addition,
2-iodo-N-(quinolin-8-yl)benzamide
also
used
activating
anilines
form
variety
1,3-diaryl
ureas
up
95
yield.
The
mechanistic
investigation
mitigation
done
125
NMR
HRMS
studies.
It
seems
that
reaction
proceeds
via
formation
catalytically
active
Te-N
heterocycle,
ebtellur
intermediate
which
isolated
structurally
characterized.
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
30(4)
Published: Nov. 15, 2023
Abstract
A
new
series
of
unsymmetrical
phenyl
tellurides
derived
from
2‐
N
‐(quinolin‐8‐yl)
benzamide
ligand
has
been
synthesized
in
a
practical
manner
by
the
copper‐catalyzed
method
using
diaryl
ditelluride
and
Mg
as
reductant
at
room
temperature.
In
order
to
augment
Lewis
acidity
these
newly
formed
monotellurides,
have
transformed
into
corresponding
‐(quinolin‐8‐yl)benzamide
tellurium
cations.
Subsequently,
acidic
cations
were
used
chalcogen
bonding
catalysts,
enabling
synthesis
various
substituted
1,2‐dihydroquinolines
activating
ketones
with
anilines
under
mild
conditions.
Moreover,
cation
also
catalyzed
formation
β
‐amino
alcohols
high
regioselectivity
effectively
epoxides
Mechanistic
insight
1
H
19
F
NMR
study,
electrostatic
surface
potential
(ESP
map),
control
reaction
which
reacted
explosively
epoxide,
suggested
that
enhanced
center
seems
responsible
for
efficient
catalytic
activities
conditions
excellent
trifluoromethyl
,
nitro,
pyridylsubstitution,
difficult
access.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(19), P. 14328 - 14340
Published: Sept. 16, 2024
Here,
the
synthesis
and
catalytic
activities
of
benzoimidazole-derived
organoselenium
compounds
have
been
explored.
The
synthesized
bis(2-benzoimidazolyl)
diselenide,
having
increased
Lewis
acidity
on
selenium
center,
outperforms
simple
phenyl
Helvetica Chimica Acta,
Journal Year:
2022,
Volume and Issue:
106(2)
Published: Dec. 5, 2022
Abstract
Aiming
at
the
preparation
of
one‐dimensional
(1D)
chalcogen‐bonded
supramolecular
polymers
solid
state,
this
work
describes
different
syntheses
which
have
been
challenged
to
obtain
ditopic
molecular
modules.
At
first,
tellurazolopyridyl
(TZP)
rings
chosen
as
recognition
units,
given
their
well‐proven
ability
and
persistency
self‐assemble
through
double
Te⋅⋅⋅N
chalcogen
bonds
(ChBs).
The
second
synthetic
strategy
dealt
with
pyridyl‐modified
ebselen
Te‐containing
analogues.
By
attempting
several
protocols,
targeted
derivatives
could
not
be
obtained,
whereas
an
unexpected
lactone
well
a
spiro‐type
Te(IV)‐containing
were
isolated,
latter
investigated
by
X‐ray
diffraction
(XRD)
analysis.
Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
13(11)
Published: Aug. 13, 2024
Abstract
A
simple
synthesis
of
3‐hydroxy‐2‐(2‐nitro‐1‐arylethyl)cyclohex‐2‐en‐1‐ones,
3‐hydroxy‐5,5‐dimethyl‐2‐(2‐nitro‐1‐arylethyl)cyclohex‐2‐en‐1‐ones
and
4‐hydroxy‐3‐(2‐nitro‐1‐arylethyl)pent‐3‐en‐2‐ones
via
conjugate
addition
cyclic
1,3‐diketones,
1,3‐cyclohexanedione
5,5‐dimethyl‐1,3‐cyclohexanedione
acyclic
1,3‐diketone,
pentane‐2,4‐dione
to
β‐Nitrostyrenes
were
reported.
This
methodology
is
pleasing
with
reliability
scalability
gram
scale
products
that
can
be
synthesized.
