Chemical Society Reviews,
Год журнала:
2011,
Номер
40(4), С. 1950 - 1950
Опубликована: Янв. 1, 2011
The
recent
surge
of
interest
in
metal-catalysed
C–H
bond
functionalisation
reactions
reflects
the
importance
such
biomimetic
studies
and
organic
synthesis.
This
critical
review
focuses
on
metalloporphyrin-catalysed
saturated
reported
since
year
2000,
including
C–O,
C–N
C–C
formation
via
hydroxylation,
amination
carbenoid
insertion,
respectively,
together
with
a
brief
description
previous
achievements
this
area.
Among
highlighted
herein
are
hydroxylation
steroids,
cycloalkanes
benzylic
hydrocarbons;
intermolecular
or
allylic
intramolecular
sulfamate
esters
azides;
insertion
into
benzylic,
alkane
bonds;
tosylhydrazones.
These
feature
high
regio-,
diastereo-
enantioselectivity
and/or
product
turnover
numbers.
Mechanistic
suggest
involvement
metal-oxo,
-imido
(or
nitrene),
-carbene
porphyrin
complexes
reactions.
reactivity
metal–ligand
multiple
bonded
species
towards
bonds,
mechanistic
through
both
experimental
theoretical
means,
is
also
discussed
(244
references).
Chemical Reviews,
Год журнала:
2018,
Номер
118(16), С. 7532 - 7585
Опубликована: Июль 16, 2018
Transition
metal-catalyzed
C–H
bond
functionalizations
have
been
the
focus
of
intensive
research
over
last
decades
for
formation
C–C
bonds
from
unfunctionalized
arenes,
heteroarenes,
alkenes.
These
direct
transformations
provide
new
approaches
in
synthesis
with
high
atom-
and
step-economy
compared
to
traditional
catalytic
cross-coupling
reactions.
However,
such
methods
still
suffer
several
limitations
including
functional
group
tolerance
lack
regioselectivity.
In
addition,
they
often
require
harsh
reaction
conditions
some
them
need
use
strong
oxidant,
a
stoichiometric
amount,
avoiding
these
processes
be
truly
eco-friendly.
The
photoredox
catalysis
has
contributed
significant
expansion
scope
C(sp2)–H
which
include
arylations,
(perfluoro)alkylations,
acylations,
even
cyanations.
Most
involve
photochemical
induced
generation
radical
followed
by
its
regioselective
addition
or
alkenes,
leading
building
C(sp2)–C
bond.
plays
crucial
roles
reactions
promoting
electron
transfer,
enabling
species
single
either
oxidation
reduction.
Such
operating
at
room
temperature
allow
chemo-,
regio-,
stereoselectivity.
This
review
surveys
initiated
involves
functionalization
step,
describes
advantages
functionalizations,
presents
mechanistic
insights
into
role
played
catalysts.
Chemical Reviews,
Год журнала:
2016,
Номер
116(12), С. 7330 - 7396
Опубликована: Июнь 2, 2016
This
Review
summarizes
the
advances
in
construction
of
all-carbon
quaternary
stereocenters
via
catalytic
enantioselective
desymmetrization
prochiral
and
meso-compounds,
highlights
power
potential
this
strategy
total
synthesis
natural
products
biologically
active
compounds,
outlines
synthetic
opportunities
still
available.
Chemical Reviews,
Год журнала:
2017,
Номер
117(13), С. 9433 - 9520
Опубликована: Фев. 13, 2017
As
two
coexisting
and
fast-growing
research
fields
in
modern
synthetic
chemistry,
the
merging
of
organocatalysis
C–H
bond
functionalization
is
well
foreseeable,
joint
force
along
this
line
has
been
demonstrated
to
be
a
powerful
approach
making
inert
more
viable,
predictable,
selective.
In
review,
we
provide
comprehensive
summary
over
past
decades.
The
review
arranged
by
types
bonds
including
alkane
C–H,
arene
vinyl
as
those
activated
benzylic
allylic
alpha
heteroatom
such
nitrogen
oxygen.
each
section,
discussion
classified
explicit
organocatalytic
mode
involved.
Chemical Society Reviews,
Год журнала:
2011,
Номер
40(4), С. 1950 - 1950
Опубликована: Янв. 1, 2011
The
recent
surge
of
interest
in
metal-catalysed
C–H
bond
functionalisation
reactions
reflects
the
importance
such
biomimetic
studies
and
organic
synthesis.
This
critical
review
focuses
on
metalloporphyrin-catalysed
saturated
reported
since
year
2000,
including
C–O,
C–N
C–C
formation
via
hydroxylation,
amination
carbenoid
insertion,
respectively,
together
with
a
brief
description
previous
achievements
this
area.
Among
highlighted
herein
are
hydroxylation
steroids,
cycloalkanes
benzylic
hydrocarbons;
intermolecular
or
allylic
intramolecular
sulfamate
esters
azides;
insertion
into
benzylic,
alkane
bonds;
tosylhydrazones.
These
feature
high
regio-,
diastereo-
enantioselectivity
and/or
product
turnover
numbers.
Mechanistic
suggest
involvement
metal-oxo,
-imido
(or
nitrene),
-carbene
porphyrin
complexes
reactions.
reactivity
metal–ligand
multiple
bonded
species
towards
bonds,
mechanistic
through
both
experimental
theoretical
means,
is
also
discussed
(244
references).
