Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(9), С. 2418 - 2423
Опубликована: Янв. 1, 2022
A
visible-light-promoted
regioselective
denitrogenative
cross-coupling
between
benzotriazinones
and
selenosulfonates
is
reported.
This
protocol
has
been
further
applied
to
a
one-pot
two-step
synthesis
of
series
ebselen
its
analogs.
Abstract
The
nitrogen
containing
1,2,3‐benzotriazin‐4(3
H
)‐one
is
structurally
worthwhile
system
for
its
notable
applications
in
the
synthesis
of
N─
,
O
─
and
S─
heterocycles
bears
pivotal
significant
usage
pharmaceutical
industrial
chemicals.
Today
most
common
items
like
dyes,
cosmetics,
sanitizers,
insecticides
plastics
are
based
on
heterocyclic
moieties.
Different
starting
materials
used
industrially
formation
diverse
but
a
valuable
structure
to
prepare
numerous
products.
These
conversions
radiation
or
metal‐catalyzed
denitrogenation
annulation
type
reactions
provide
easy,
one‐step
atom‐economical
route.
vast
significance
their
cheap
make
this
subject
interesting
scientific
researchers
industrialists.
This
mini
review
summarizes
recent
developments
transformation
ring
various
other
structures
phenanthridinones,
isoquinolones,
coumarin‐1‐imines,
benzamides,
pyrroloquinazolinones,
indolin‐1‐ones,
1,2‐benzisoselenazol‐3(2
)‐ones
benzofuranones.
Some
emerging
drugs
ebselen,
losartan,
irbesartan,
luotonin
A,
deoxyvasicinone
mackinazolinone
have
been
successfully
synthesized
from
differently
substituted
benzotriazinones.
Bulletin of the Chemical Society of Japan,
Год журнала:
2020,
Номер
94(1), С. 265 - 280
Опубликована: Сен. 28, 2020
Abstract
Metal
homoenolates
represent
uniquely
useful
organometallic
intermediates
in
synthetic
chemistry,
allowing
umpolung
synthesis
of
β-functionalized
carbonyl
compounds.
While
siloxycyclopropanes
had
been
established
as
reliable
precursors
to
homoenolates,
often
stoichiometric,
for
diverse
carbon–carbon
bond
forming
reactions,
unprotected
cyclopropanols
have
emerged
alternative
and
attractive
catalytically
generated,
carbon–heteroatom
bond-forming
reactions.
This
review
article
provides
an
overview
the
development
such
homoenolate
transformations,
classified
with
respect
metals
involved
cyclopropane
ring
opening.
Organic Letters,
Год журнала:
2022,
Номер
24(14), С. 2699 - 2704
Опубликована: Апрель 7, 2022
Herein,
we
reported
a
Ni-catalyzed
carbonylation
of
cyclopropanol
with
benzyl
bromide
to
afford
multisubstituted
cyclopentenone
under
1
atm
CO.
The
reaction
proceeds
through
cascade
bromides,
followed
by
generation
nickel
homoenolate
from
cyclopropanols
via
β-C
elimination
1,4-diketones,
which
undergoes
intramolecular
Aldol
condensation
furnish
highly
substituted
derivatives
in
moderate
good
yields.
exhibits
high
functional
group
tolerance
broad
substrate
scope.
Organic Letters,
Год журнала:
2022,
Номер
24(24), С. 4421 - 4426
Опубликована: Июнь 10, 2022
The
electrochemical
deconstructive
functionalization
of
cycloalkanols
with
nucleophiles
has
been
studied,
which
allows
to
occur
exclusively
at
the
β-position
ketones.
substrate
scope
includes
a
wide
range
as
well
diverse
N,
O,
C,
and
P-centered
nucleophiles,
providing
ready
access
β-functionalized
ketones
products.
Mechanistic
studies
support
generation
α,β-unsaturated
key
intermediates
followed
by
Michael
addition
nucleophiles.
Energetic
materials
containing
a
pyrazolotriazine
oxide
skeleton
have
the
potential
for
high
performance.
However,
research
on
is
very
limited
due
to
inherent
ring
system
instability
and
synthetic
approaches.
In
this
paper,
APTO
OPTO
with
combination
of
high-nitrogen
tetrazole
promising
azido-pyrazolotriazine
been
synthesized.
Of
these,
its
energetic
salts
exhibit
excellent
detonation
properties
(Dv
>
8220
m
s–1;
P
26.50
GPa).
Surprisingly,
exhibits
performance
=
8913
32.43
GPa)
comparable
that
RDX.
Chemical Science,
Год журнала:
2022,
Номер
13(9), С. 2692 - 2700
Опубликована: Янв. 1, 2022
Palladium-catalyzed
tandem
activation
and
functionalization
of
readily
accessible
cyclopropanols
have
been
demonstrated
to
access
valuable
conjugated
enynes
from
1,3-diynes
with
high
stereo-selectivity.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(18), С. 12891 - 12901
Опубликована: Авг. 24, 2023
An
air-tolerant
mechanoredox/nickel
cocatalyzed
cross
electrophile
coupling
of
benzotriazinones
with
alkyl
(pseudo)halides
is
developed
by
liquid-assisting
grinding
in
the
presence
manganese
powders
and
strontium
titanate
as
a
reductant
cocatalyst,
respectively.
Mechanical
activation
metal
surfaces
via
ball
milling
eliminates
chemical
activator
for
manganese,
while
mechanoredox
cocatalysis
remarkably
improves
aryl/alkyl
piezoelectricity-mediated
radical
generation
from
halides.
Both
display
reactivities
different
those
conventional
thermal
chemistry
solution.
The
scope
reaction
demonstrated
26
examples,
showing
high
chemoselectivity
bromides
vs
chlorides.