Organic Letters,
Journal Year:
2017,
Volume and Issue:
19(11), P. 2777 - 2780
Published: May 17, 2017
A
Rh(III)-catalyzed
tandem
C–H
alkylation/intramolecular
decarboxylative
cyclization
of
azoxy
compounds
with
diazoesters
for
the
synthesis
3-acyl-2H-indazoles
is
disclosed.
The
instead
azo
group
enables
a
distinct
approach
cyclative
capture,
leading
to
[4
+
1]-annulation
rather
than
classic
2]
manner.
oxygen
atom
traceless
after
annulation,
and
further
removal
from
product
not
required.
This
reaction
features
complete
regioselectivity
unsymmetrical
azoxybenzenes
compatibility
monoaryldiazene
oxides.
Chemical Society Reviews,
Journal Year:
2016,
Volume and Issue:
45(10), P. 2900 - 2936
Published: Jan. 1, 2016
C–H
Activation
reactions
that
proceed
under
mild
conditions
are
more
attractive
for
applications
in
complex
molecule
synthesis.
Mild
transformations
reported
since
2011
reviewed
and
the
different
concepts
strategies
have
enabled
their
mildness
discussed.
Chemical Reviews,
Journal Year:
2017,
Volume and Issue:
117(23), P. 13810 - 13889
Published: Nov. 1, 2017
Transition-metal-catalyzed
cross-coupling
reactions
have
been
well-established
as
indispensable
tools
in
modern
organic
synthesis.
One
of
the
major
research
goals
area
is
expanding
scope
coupling
partners.
In
past
decade,
diazo
compounds
(or
their
precursors
N-tosylhydrazones)
emerged
nucleophilic
partners
C-C
single
bond
or
C═C
double
formations
transition-metal-catalyzed
reactions.
This
type
reaction
involves
following
general
steps.
First,
organometallic
species
generated
by
various
processes,
including
oxidative
addition,
transmetalation,
cyclization,
cleavage,
and
C-H
activation.
Subsequently,
reacts
with
substrate
to
generate
metal
carbene
intermediate,
which
undergoes
rapid
migratory
insertion
form
a
bond.
The
new
from
may
undergo
transformations.
carbene-based
has
proven
be
general:
transition
metals
Pd,
Cu,
Rh,
Ni,
Co,
Ir
are
effective
catalysts;
also
extended
substrates
other
than
compounds;
cascade
processes
devised
based
on
insertion.
review
will
summarize
achievements
made
this
field
since
2001.
Chemical Society Reviews,
Journal Year:
2022,
Volume and Issue:
51(7), P. 2759 - 2852
Published: Jan. 1, 2022
C-H
functionalization
has
been
emerging
as
a
powerful
method
to
establish
carbon-carbon
and
carbon-heteroatom
bonds.
Many
efforts
have
devoted
transition-metal-catalyzed
direct
transformations
of
Metal
carbenes
generated
in
situ
from
transition-metal
compounds
diazo
or
its
equivalents
are
usually
applied
the
transient
reactive
intermediates
furnish
catalytic
cycle
for
new
C-C
C-X
bond
formation.
Using
this
strategy
unactivated
simple
alkanes
complex
molecules
can
be
further
functionalized
transformed
multi-functionalized
compounds.
In
area,
carbene
insertion
bonds
paid
continuous
attention.
Diverse
catalyst
design
strategies,
synthetic
methods,
potential
applications
developed.
This
critical
review
will
summarize
advance
dated
up
July
2021,
by
categories
aliphatic
C(sp3)-H,
aryl
(aromatic)
C(sp2)-H,
heteroaryl
(heteroaromatic)
C(sp2)-H
bonds,
alkenyl
alkynyl
C(sp)-H,
well
asymmetric
more
coverage
given
recent
work.
Due
rapid
development
future
directions
topic
also
discussed.
give
authors
an
overview
chemistry
with
focus
on
systems
Organic Letters,
Journal Year:
2017,
Volume and Issue:
19(19), P. 5256 - 5259
Published: Sept. 13, 2017
Sulfoxonium
ylides
act
as
an
efficient
carbene
precursor
in
rhodium(III)-catalyzed
C-H
acylmethlyation
of
a
variety
arenes
assisted
by
different
chelating
groups,
and
both
aryl-
alkyl-substituted
β-carbonyl
sulfoxonium
are
applicable.
The
system
proceeded
under
redox-neutral
conditions
with
broad
scope,
high
efficiency,
functional
group
tolerance.
Angewandte Chemie International Edition,
Journal Year:
2015,
Volume and Issue:
54(37), P. 10975 - 10979
Published: July 23, 2015
Abstract
The
first
CH
bond
activation
with
pyridotriazoles
as
coupling
partners
is
presented
using
a
Rh
III
catalyst.
can
be
used
new
carbene
precursors
in
for
direct
access
to
novel
fluorescent
scaffolds.
These
tunable
fluorophores
applied
the
detection
of
metal
ions.
Dalton Transactions,
Journal Year:
2017,
Volume and Issue:
46(30), P. 9721 - 9739
Published: Jan. 1, 2017
This
perspective
highlights
recent
applications
of
Cp*CoIII
catalysts
in
C–H
functionalisation
protocols,
exemplifying
both
terminal
couplings
and
heterocycle
formation.
Journal of the American Chemical Society,
Journal Year:
2016,
Volume and Issue:
138(20), P. 6384 - 6387
Published: May 4, 2016
A
Pd-catalyzed
C(sp3)–H
functionalization/carbenoid
insertion
is
described.
The
method
allows
for
the
rapid
synthesis
of
bicyclic
frameworks,
generating
all-carbon
quaternary
centers
via
multiple
C–C
bond
formations
in
a
straightforward
manner.
Chemical Communications,
Journal Year:
2015,
Volume and Issue:
51(97), P. 17277 - 17280
Published: Jan. 1, 2015
A
mild
and
efficient
Rh(iii)-catalyzed
regioselective
synthesis
of
isoquinolones
pyridones
from
N-methoxybenzamide
or
N-methoxymethacrylamide
diazo
compounds
has
been
developed,
through
tandem
C–H
activation,
cyclization,
condensation.
ACS Catalysis,
Journal Year:
2018,
Volume and Issue:
8(2), P. 1308 - 1312
Published: Jan. 16, 2018
An
unusual
cobalt(III)-catalyzed
cross-coupling/cyclization
of
aryl
C–H
bonds
N-nitrosoanilines
with
α-diazo-β-ketoesters
has
been
achieved.
This
protocol
features
a
unique
combination
Csp2-H
activation/Wolff
rearrangement
process,
allowing
for
the
rapid
assembly
quaternary
2-oxindoles.
The
empirical
evidence
and
density
functional
theory
(DFT)
calculations
reveal
trapping
process
transient
acceptor
ketene
intermediates
by
cobalt
metallocycles.
