RSC Advances,
Год журнала:
2022,
Номер
12(54), С. 35215 - 35220
Опубликована: Янв. 1, 2022
We
have
developed
a
transition-metal
free
protocol
for
efficient
cross-dehydrogenative
coupling
of
3-aryl
benzofuran-2(3H)-ones
and
toluenes/phenols
using
DTBP
as
an
oxidant.
A
diverse
range
benzofuran-2(3H)-ones,
toluenes,
phenols
undergo
C-H
bond
cleavage
to
generate
all-carbon
quaternary
centers
in
good
yields,
making
this
useful
the
synthesis
complex
molecules.
gram
scale
experiment
was
performed
yield.
Asian Journal of Organic Chemistry,
Год журнала:
2020,
Номер
9(12), С. 2035 - 2082
Опубликована: Авг. 24, 2020
Abstract
Sulfoximine
and
its
congeners
are
a
versatile
class
of
structural
motifs
widely
found
in
plethora
pharmaceutical
compounds
crop
protection
industries
due
to
their
fascinating
architecture.
Former
discoveries
nicely
demonstrates
the
synthetic
routes
unmasked
various
N‐functionalized
sulfoximines
but
recent
efforts
from
community
have
divulged
applicability
sulfoximine
analogue
as
reusable
transformable
DG
(directing
group)
fabricate
multifunctionalized
(Het)arenes
enhance
bioactivities.
Considering
potentiality
great
influence
this
scaffold,
we
provide
summary
N−H/C−H
functionalization
strategies
application
(as
directing
with
special
emphasis
on
mechanistic
underpinnings.
Additionally,
also
hoped
that
comprehensive
review
article
(up
midst
2020)
will
be
useful
for
researchers
medicinal
chemists
inspire
further
novel
chemical
transformations
arena.
Russian Chemical Reviews,
Год журнала:
2021,
Номер
90(11), С. 1359 - 1396
Опубликована: Май 24, 2021
Abstract
The
review
deals
with
the
main
catalytic
methods
for
C(sp
2
)–N
bond
formation,
including
Buchwald–Hartwig
palladium-catalyzed
amination
of
aryl
and
heteroaryl
halides,
renaissance
Ullmann
chemistry,
i.e
.,
application
catalysis
by
copper
complexes
to
form
carbon–nitrogen
bond,
Chan–Lam
reactions
(hetero)arylboronic
acids
amines.
Also,
oxidative
C–H
activation,
which
has
been
booming
during
last
decade,
is
addressed.
Particular
attention
paid
achievements
in
heterogenized
catalysts.
bibliography
includes
350
references.
European Journal of Organic Chemistry,
Год журнала:
2021,
Номер
2021(12), С. 1776 - 1808
Опубликована: Фев. 24, 2021
Abstract
Copper‐catalyzed
organic
reactions
have
received
wide
attention
due
to
the
high
relative
abundance
of
copper,
its
cheap
price,
low
toxicity,
eco‐friendliness,
sustainable
nature,
and
versatility
as
a
catalyst.
Copper
catalysts
are
widely
used
in
cross‐dehydrogenative
coupling
found
applications
heterocyclic
chemistry.
This
review
focuses
on
recent
advances
synthesis
biologically
important
compounds
such
nitrogen
heterocycles,
amines,
amides,
imines,
alkynes
using
copper‐catalyzed
covers
literature
from
2018
2020.
An
intermolecular
coupling
between
sulfoximines
and
allyl
amines,
linked
to
the
picolinamide
directing
group,
is
developed
by
leveraging
a
nucleopalladation-guided
regioselective
hydroamination
strategy,
enabling
production
of
range
valuable
N-alkyl
in
high
yields.
The
protocol
features
operational
simplicity
broad
substrate
scope
was
also
amenable
aniline
nucleophiles.
Synthetic
utilities
were
showcased
through
scale-up
reactions
product
diversifications,
leading
biorelevant
molecules.
Chemical Science,
Год журнала:
2022,
Номер
13(47), С. 14101 - 14105
Опубликована: Янв. 1, 2022
Sulfoximines
are
emerging
moieties
for
medicinal
and
biological
chemistry,
due
in
part
to
their
efficacy
selective
inhibition
of
amide-forming
enzymes
such
as
γ-glutamylcysteine
synthetase.
While
small-molecule
sulfoximines
methionine
sulfoximine
(MSO)
its
derivatives
well
studied,
structures
with
residues
within
complex
polypeptides
have
been
generally
inaccessible.
This
paper
describes
a
straightforward
means
late-stage
one-step
oxidation
afford
NH-sulfoximines.
We
also
present
chemoselective
subsequent
elaboration,
most
notably
by
copper(ii)-mediated
N-H
cross-coupling
at
arylboronic
acid
reagents.
development
serves
strategy
incorporate
diverse
natural
polypeptides,
identifies
the
residue
new
site
bioorthogonal,
bioconjugation.
Organic Letters,
Год журнала:
2023,
Номер
25(12), С. 2006 - 2011
Опубликована: Март 16, 2023
This
work
describes
an
efficient
Pd-catalyzed
ortho-C-H
amination
of
N-(quinolin-8-yl)benzamides
with
di-t-butyldiaziridinone,
providing
a
variety
anthranilic
amides
in
good
yields.
The
reaction
likely
involves
the
formation
pallada(II)heterocycle
via
aryl
C-H
activation
and
subsequent
di-t-butyldiaziridinone.
The Chemical Record,
Год журнала:
2021,
Номер
22(3)
Опубликована: Ноя. 10, 2021
Abstract
C−H
activation
and
functionalization
is
quite
promising
in
recent
days
as
the
strategy
offers
a
go‐to
general
method
for
different
bond
formations
hence
grants
synthetic
versatility.
At
same
time,
imidazopyridine,
fused
bicycle
of
imidazole
moiety
with
pyridine
ring,
has
profound
impact
due
to
its
ubiquitous
prodigious
application
medicinal
well
material
chemistry.
The
presence
N‐1
atom
2‐arylImidazo[1,2‐
]pyridine
facilitates
coordination
metal
catalysts
leading
formation
ortho
‐substituted
products.
This
review
summarizes
all
articles
on
]pyridines
published
till
August
2021.
Organic Letters,
Год журнала:
2022,
Номер
24(48), С. 8729 - 8734
Опубликована: Ноя. 29, 2022
A
copper-catalyzed
protocol
furnishing
N-arylated
sulfoximines
has
been
developed
via
dual
N-H/C-H
activation.
Arylalkyl-
and
less
reactive
diarylsulfoximines
were
efficiently
coupled
with
privileged
scaffolds
like
indolines,
indoles,
N-Ar-7-azaindoles.
Sulfoximines
based
on
medicinally
relevant
(phenothiazine,
dibenzothiophene,
thioxanthenone)
also
well
tolerated.
Detailed
mechanistic
studies
indicate
that
the
deprotometalation
protodemetalation
step
is
reversible
step.
