The Journal of Organic Chemistry,
Год журнала:
2021,
Номер
86(23), С. 17504 - 17510
Опубликована: Ноя. 1, 2021
A
Cu(II)-promoted
synthesis
of
an
aza-fused
N-heterocycle
having
a
benz-imidazopyridine
scaffold
is
developed
via
addition–cyclization
reaction
followed
by
Ullmann-type
C–N
coupling
between
o-iodoanilines
and
γ-ketodinitriles.
This
protocol
features
broad
substrate
scope,
giving
products
in
32–84%
yields.
The
compounds
show
excellent
photoluminescence
properties
two
absorption
maxima
the
region
270–280
338–350
nm
emission
range
502–533
nm.
HOMO–LUMO
energy
gap
3.49–3.57
eV
was
determined
using
Gaussian
09
at
B3LYP/6-31G
(d,
p)
basis
set
level.
We
also
demonstrated
few
postsynthetic
modifications.
Journal of the American Chemical Society,
Год журнала:
2021,
Номер
143(48), С. 20027 - 20034
Опубликована: Ноя. 4, 2021
Whereas
there
is
a
significant
interest
in
the
rapid
construction
of
diversely
substituted
saturated
heterocycles,
direct
and
modular
access
currently
limited
to
mono-,
2,3-,
or
3,4-substitution
pattern.
This
Communication
describes
straightforward
2,4-substituted
heterocycles
from
readily
available
materials
highly
stereo-
regioselective
manner,
which
sets
stage
for
numerous
accessible
drug
motifs.
The
strategy
relies
on
chain
walking
catalysis.
Molecules,
Год журнала:
2021,
Номер
27(1), С. 132 - 132
Опубликована: Дек. 27, 2021
In
this
review,
we
comprehensively
describe
catalyzed
multicomponent
reactions
(MCRs)
and
the
multiple
roles
of
catalysis
combined
with
key
parameters
to
perform
these
transformations.
Besides
improving
yields
shortening
reaction
times,
is
vital
achieving
greener
protocols
furthering
MCR
field
research.
Considering
that
MCRs
typically
have
two
or
more
possible
pathways
explain
transformation,
essential
for
selecting
a
route
avoiding
byproduct
formation.
Key
parameters,
such
as
temperature,
catalyst
amounts
reagent
quantities,
were
analyzed.
Solvent
effects,
which
are
likely
most
neglected
topic
in
MCRs,
well
their
catalysis,
critically
discussed.
Stereocontrolled
rarely
observed
without
presence
catalytic
system,
also
presented
discussed
review.
Perspectives
on
use
systems
improved
finally
presented.
Nanoscale,
Год журнала:
2021,
Номер
13(45), С. 18817 - 18838
Опубликована: Янв. 1, 2021
Well-defined
Cu-based
nanoparticles
represent
a
valuable
catalytic
tool
for
synthesis
purposes
due
to
their
structural
and
electronic
versatility,
requiring
thorough
mechanistic
understanding
inputs
into
rational
design.
ChemSusChem,
Год журнала:
2021,
Номер
14(24), С. 5340 - 5358
Опубликована: Ноя. 9, 2021
Abstract
C−N
bonds
are
pervasive
throughout
organic‐based
materials,
natural
products,
pharmaceutical
compounds,
and
agricultural
chemicals.
Considering
the
widespread
importance
of
bonds,
development
greener
more
convenient
ways
to
form
especially
in
late‐stage
synthesis,
has
become
one
hottest
research
goals
synthetic
chemistry.
Copper‐catalyzed
radical
reactions
involving
N
‐centered
radicals
have
emerged
as
a
sustainable
promising
approach
build
bonds.
As
chemically
popular
diverse
species,
been
used
for
all
kinds
bond
formation
by
taking
advantage
their
inherently
incredible
reactive
flexibility.
Copper
is
also
most
abundant
economic
catalyst
with
relevant
activity
facilitating
synthesis
valuable
compounds.
Therefore,
aim
present
Review
was
illustrate
recent
significant
advances
methods
understand
unique
advantages
copper
catalysis
generation
since
2016.
To
provide
an
ease
understanding
readers,
this
organized
based
on
types
nitrogen
sources
(amines,
amides,
sulfonamides,
oximes,
hydrazones,
azides,
tert
‐butyl
nitrite).
Abstract
Two
novel
copper-catalyzed
cyclization
reactions
involving
a
remote
propargylic
substitution/cyclization/isomerization
cascade
are
disclosed.
Derivatives
of
the
seldomly
studied
heterocycles
thieno[2,3-c]pyrrole
and
thieno[2,3-d]pyridazine
conveniently
synthesized
in
moderate
to
good
yields
from
primary
amines
or
arylhydrazines
through
[4+1]
[4+2]
reactions,
respectively.
Preliminary
mechanistic
experiments
corroborated
occurrence
designed
reactions.
