Chemical Society Reviews,
Год журнала:
2018,
Номер
47(17), С. 6603 - 6743
Опубликована: Янв. 1, 2018
The
present
review
is
devoted
to
summarizing
the
recent
advances
(2015-2017)
in
field
of
metal-catalysed
group-directed
C-H
functionalisation.
In
order
clearly
showcase
molecular
diversity
that
can
now
be
accessed
by
means
directed
functionalisation,
whole
organized
following
directing
groups
installed
on
a
substrate.
Its
aim
comprehensive
reference
work,
where
specific
group
easily
found,
together
with
transformations
which
have
been
carried
out
it.
Hence,
primary
format
this
schemes
accompanied
concise
explanatory
text,
are
ordered
sections
according
their
chemical
structure.
feature
typical
substrates
used,
products
obtained
as
well
required
reaction
conditions.
Importantly,
each
example
commented
respect
most
important
positive
features
and
drawbacks,
aspects
such
selectivity,
substrate
scope,
conditions,
removal,
greenness.
targeted
readership
both
experts
functionalisation
chemistry
(to
provide
overview
progress
made
last
years)
and,
even
more
so,
all
organic
chemists
who
want
introduce
way
thinking
for
design
straightforward,
efficient
step-economic
synthetic
routes
towards
molecules
interest
them.
Accordingly,
should
particular
also
scientists
from
industrial
R&D
sector.
overall
goal
promote
application
reactions
outside
research
dedicated
method
development
establishing
it
valuable
archetype
contemporary
R&D,
comparable
role
cross-coupling
play
date.
Chemical Society Reviews,
Год журнала:
2022,
Номер
51(17), С. 7358 - 7426
Опубликована: Янв. 1, 2022
Transition
metal
catalysis
has
contributed
immensely
to
C-C
bond
formation
reactions
over
the
last
few
decades,
and
alkylation
is
no
exception.
The
superiority
of
such
methodologies
traditional
evident
from
minimal
reaction
steps,
shorter
times,
atom
economy
while
also
allowing
control
regio-
stereo-selectivity.
In
particular,
hydrocarbonation
alkenes
grabbed
increased
attention
due
its
fundamental
ability
effectively
selectively
synthesise
a
wide
range
industrially
pharmaceutically
relevant
moieties.
This
review
attempts
provide
scientific
viewpoint
systematic
analysis
recent
developments
in
transition-metal-catalyzed
various
C-H
bonds
using
simple
activated
olefins.
key
features
mechanistic
studies
involved
these
transformations
are
described
briefly.
Organic Letters,
Год журнала:
2018,
Номер
20(5), С. 1396 - 1399
Опубликована: Фев. 22, 2018
A
rhodium-catalyzed
annulation
between
ethyl
benzimidates
and
α-
aroyl
sulfur
ylides
was
developed,
affording
a
series
of
pyrano[4,3,2-ij]isoquinoline
derivatives
in
moderate
to
good
yields
with
functional
group
compatibility.
The
procedure
featured
dual
ortho-C–H
functionalization
cyclization
one
pot.
optoelectronic
properties
those
fused
heteroarenes
were
tested
by
UV/vis
fluorescence
spectrometers.
Angewandte Chemie International Edition,
Год журнала:
2018,
Номер
58(22), С. 7202 - 7236
Опубликована: Авг. 14, 2018
Abstract
Alkylation
of
arenes
is
one
the
most
fundamental
transformations
in
chemical
synthesis
and
leads
to
privileged
scaffolds
many
areas
science.
Classical
methods
for
introduction
alkyl
groups
are
mostly
based
on
Friedel–Crafts
reaction,
radical
additions,
metalation,
or
prefunctionalization
arene:
these
methods,
however,
suffer
from
limitations
scope,
efficiency,
selectivity.
Moreover,
they
innate
reactivity
starting
arene,
favoring
alkylation
at
a
certain
position
rendering
chains
other
positions
much
more
challenging.
This
can
be
addressed
by
use
directing
group
that
facilitates,
presence
metal
catalyst,
regioselective
C−H
bond.
These
directed
alkylations
bonds
will
comprehensively
summarized
this
Review.
Asian Journal of Organic Chemistry,
Год журнала:
2019,
Номер
8(11), С. 1949 - 1969
Опубликована: Март 13, 2019
Abstract
Maleimide
and
succinimide
core
moieties
are
present
in
various
natural
products
pharmaceuticals.
In
addition,
these
derivatives
can
be
readily
modified
into
biologically
important
organic
molecules
including
pyrrolidines
γ‐lactams.
A
transition‐metal‐catalyzed
chelation‐assisted
functionalization
of
inert
C−H
bond
with
electrophiles
or
nucleophiles
is
one
the
efficient
methods
to
construct
chemical
bonds
a
highly
atom‐
step‐economical
manner.
The
review
describes
recent
advances
reaction
involving
maleimides
by
activation
methodology.
having
directing
groups,
such
as
ketone,
acyl,
pyridyl,
pyrimidyl,
oxime,
amide,
imidate,
chromone,
azo,
N
‐sulfonyl
ketimine,
carboxylic
acids,
aldimines,
were
described.
scope,
limitation
mechanistic
investigation
alkylation,
annulation
alkenylation
reactions
discussed
elaborately.
This
article
includes
entire
report
on
bond‐forming
strategy
until
end
2018.
ACS Catalysis,
Год журнала:
2020,
Номер
10(21), С. 12898 - 12919
Опубликована: Окт. 21, 2020
Transition-metal-catalyzed
C–H
bond
functionalization
has
known
a
rapid
evolution
in
the
last
years,
offering
modern
strategies
for
reaching
high
molecular
complexity
step-
and
atom-economical
way.
Despite
indisputable
advances,
selectivity
issues
still
remain,
given
ubiquity
of
bonds
on
molecules;
thus,
several
approaches
have
been
developed
to
tackle
this
challenge.
Among
them,
use
transient
directing
group
emerged
as
an
effective
tool,
circumventing
need
extra
synthetic
steps
install
then
cleave
molecule.
More
recently,
strategy
successfully
applied
even
more
challenging
transition-metal-catalyzed
enantioselective
functionalization.
This
review
will
highlight
discuss
main
advances
made
chiral
C(sp2)–H
C(sp3)–H
by
transition-metal
catalysis.
Angewandte Chemie International Edition,
Год журнала:
2018,
Номер
57(49), С. 16215 - 16218
Опубликована: Сен. 28, 2018
Abstract
A
ruthenium‐catalysed
cross‐olefination
of
diazo
compounds
and
sulfoxonium
ylides
is
presented.
Our
reaction
design
exploits
the
intrinsic
difference
in
reactivity
as
both
carbene
precursors
nucleophiles,
which
results
a
highly
selective
reaction.
Chemical Communications,
Год журнала:
2020,
Номер
56(83), С. 12479 - 12521
Опубликована: Янв. 1, 2020
The
use
of
functional
groups
as
internal
ligands
for
assisting
C-H
functionalization,
termed
the
chelation
assisted
strategy,
is
emerging
one
most
powerful
tools
construction
C-C
and
C-X
bonds
from
inert
bonds.
However,
there
are
various
directing
which
cannot
be
either
removed
after
functionalization
or
require
some
additional
steps
reagents
their
removal,
thereby
limiting
scope
structural
diversity
products,
step
atom
economy
system.
These
limitations
overcome
by
traceless
group
(TDG)
strategy
wherein
substrate
removal
can
carried
out
in
a
pot
fashion.
Traceless
serve
ideal
with
high
degree
reactivity
selectivity
without
any
requirement
removal.
present
review
overviews
such
carboxylic
acids,
aldehydes,
N-oxides,
nitrones,
N-nitroso
amines,
amides,
sulfoxonium
ylides
silicon
tethered
transition
metal
catalyzed
reactions
last
decade.
Angewandte Chemie International Edition,
Год журнала:
2018,
Номер
57(44), С. 14580 - 14584
Опубликована: Фев. 7, 2018
A
carboxylate-directed
ortho-C-H
functionalization
has
been
developed
and
it
allows
the
regiospecific
introduction
of
allyl
residues
to
benzoic
acids.
In
presence
a
[Ru(p-cymene)Cl2
]2
K3
PO4
,
acids
react
with
acetates
at
only
50
°C
give
corresponding
ortho-allylbenzoic
The
protocol
is
generally
applicable
both
electron-rich
electron-poor
in
combination
linear
branched
acetates.
products
can
be
further
functionalized
situ,
for
example,
by
double-bond
migration,
lactonization,
or
decarboxylation.
