Chemistry - A European Journal,
Год журнала:
2021,
Номер
27(54), С. 13613 - 13623
Опубликована: Июль 20, 2021
A
catalytic
domino
reduction-imine
formation-intramolecular
cyclization-oxidation
for
the
general
synthesis
of
a
wide
variety
biologically
relevant
N-polyheterocycles,
such
as
quinoxaline-
and
quinoline-fused
derivatives,
phenanthridines,
is
reported.
simple,
easily
available,
environmentally
friendly
dioxomolybdenum(VI)
complex
has
proven
to
be
highly
efficient
versatile
catalyst
transforming
broad
range
starting
nitroarenes
involving
several
redox
processes.
Not
only
this
sustainable,
step-economical
well
air-
moisture-tolerant
method,
but
also
it
worth
highlighting
that
waste
byproduct
generated
in
first
step
sequence
recycled
incorporated
final
target
molecule,
improving
overall
synthetic
efficiency.
Moreover,
selected
indoloquinoxalines
have
been
photophysically
characterized
cyclohexane
toluene
with
exceptional
fluorescence
quantum
yields
above
0.7
alkyl
derivatives.
Advanced Synthesis & Catalysis,
Год журнала:
2021,
Номер
364(4), С. 838 - 844
Опубликована: Дек. 17, 2021
Abstract
A
convenient
and
effective
method
of
ruthenium‐catalyzed
C−H/N−H
annulations
using
vinylene
carbonate
as
oxidizing
acetylene
surrogate
has
been
disclosed.
This
is
scalable
compatible
with
a
wide
range
functional
groups,
providing
step‐economical
access
to
indole
synthesis
Preliminary
mechanistic
studies
provided
support
for
reversible,
acetate‐assisted
C−H
ruthenation,
along
subsequent
olefin
insertion.
magnified
image
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(9), С. 2529 - 2533
Опубликована: Янв. 1, 2022
A
transition
metal-
and
oxidant-free
C–C/C–N
annulation
of
azomethine
imines
with
vinylene
carbonate
as
dual
synthons
under
simple
reaction
conditions
is
described
herein.
Green Chemistry,
Год журнала:
2023,
Номер
25(11), С. 4282 - 4291
Опубликована: Янв. 1, 2023
The
chemical
upcycling
of
poly(bisphenol
A
carbonate)
was
carried
out
through
organocatalysis
using
α-hydroxyketones
as
nucleophiles,
leading
to
valuable
vinylene
carbonates.
Green Chemistry,
Год журнала:
2021,
Номер
23(15), С. 5542 - 5548
Опубликована: Янв. 1, 2021
The
remarkable
feature
of
this
work
was
using
green,
non-toxic
PEG-400
as
a
carbon
synthon
for
highly
selective
synthesis
quinolines
(quinoxalines)
and
methylquinolines
(methylquinoxalines)
under
metal-free
conditions.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
20(48), С. 9604 - 9608
Опубликована: Янв. 1, 2022
An
efficient
metal-free
annulative
vinylene
transfer
protocol
for
the
synthesis
of
benzo-fused
indolizines
via
1,3-dipolar
cycloadditions
N-ylides
with
carbonate
has
been
developed.
Vinylene
serves
as
an
acetylene
surrogate
without
any
external
oxidant
involved.
This
transformation
leads
to
direct
construction
versatile
indolizine
derivatives
in
moderate
good
yields.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(11), С. 7281 - 7289
Опубликована: Май 19, 2023
A
novel
protocol
for
synthesizing
N-alkyl
indoles
from
readily
available
N-nitrosoanilines
and
iodonium
ylides
through
the
rhodium(III)-catalyzed
C-H
bond
activation/intramolecular
cyclization
reaction
has
been
described.
This
strategy
employs
nitroso
as
a
traceless
directing
group.
The
transformation
features
powerful
reactivity,
tolerates
various
functional
groups,
proceeds
with
moderate
yields
under
mild
conditions,
providing
straightforward
approach
to
access
structurally
diverse
valuable
indole
derivatives.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(20), С. 3400 - 3412
Опубликована: Сен. 6, 2023
Abstract
Recently,
vinylene
carbonate
has
been
developed
as
a
powerful
synthon
in
transition
metal‐catalyzed
C−H
bond
activation/cyclization
reactions.
This
review
introduces
recent
progress
the
use
of
reactant,
by
analyzing
and
comparing
reaction
models
involving
surrogate
ethynol,
acetylene,
acetylation
reagents
or
other
reactants,
while
addressing
related
mechanisms
synthetic
applications.
Asian Journal of Organic Chemistry,
Год журнала:
2021,
Номер
10(11), С. 3005 - 3014
Опубликована: Окт. 8, 2021
Abstract
The
Rh(III)‐catalyzed
C−H
annulation
reactions
of
N
‐aryl
indazolones
or
phthalazinones
with
a
vinylene
carbonate
is
described
herein.
This
transformation
provides
the
rapid
access
to
indazolocinnolines
and
phthalazinocinnolines
as
important
assets
towards
development
novel
bioactive
compounds.
Intriguingly,
acts
vinyl
transfer
agent
enable
[4+2]
reaction.
method
characterized
by
its
simplicity,
mild
reaction
conditions,
broad
functional
group
tolerance.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(21), С. 14753 - 14762
Опубликована: Окт. 18, 2022
The
synthesis
of
N-heterocycles
composes
a
significant
part
synthetic
chemistry.
In
this
report,
Cu(II)-catalyzed
green
and
efficient
pyrrolo[1,2-a]quinoxaline,
quinazolin-4-one,
benzo[4,5]imidazoquinazoline
derivatives
was
developed,
employing
N,N-dimethylethanolamine
(DMEA)
as
C1
synthon.
Green
oxidant
O2
is
critical
in
these
transformations,
facilitating
the
formation
key
intermediate─a
reactive
iminium
ion.
method
conducted
under
mild
conditions
compatible
with
diversity
functional
groups,
providing
an
appealing
alternative
to
previously
developed
protocols.
