Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(18), P. 7242 - 7247
Published: Aug. 31, 2021
N-Heterocyclic
carbene
catalysis
enabling
vicinal
trichloromethylacylation
of
alkenes
using
tetrachloromethane
and
aldehydes
has
been
developed.
The
reaction
involves
single
electron
transfer
from
the
enolate
form
Breslow
intermediate
to
generate
persistent
intermediate-derived
ketyl
radical
a
transient
trichloromethyl
radical.
After
addition
an
alkene,
prolonged
alkyl
is
preferentially
captured
by
over
leading
atom
product.
Organic Letters,
Journal Year:
2020,
Volume and Issue:
22(10), P. 3922 - 3925
Published: April 27, 2020
An
NHC-catalyzed
radical
relay
enabled
the
vicinal
alkylacylation
of
alkenes
using
aldehydes
and
tertiary
α-bromo
esters
as
a
versatile
route
to
δ-keto
bearing
an
all-carbon
quaternary
center
at
position
α
ester.
The
protocol
was
applicable
reaction
α-bromoamides
afford
amides.
This
conversion
readily
available
starting
materials
congested
functionalized
δ-ketocarbonyls
in
single
step
without
transition
metals.
ACS Catalysis,
Journal Year:
2020,
Volume and Issue:
10(21), P. 12960 - 12966
Published: Oct. 22, 2020
The
synthesis
of
amides
is
a
long-term
theme
in
chemistry
and
related
areas.
use
readily
available
cost-effective
precursors
for
straightforward
amide
with
atom
economy
under
mild
conditions
attractive
yet
challenging.
Herein,
we
report
the
direct
from
aldehydes
imines
100%
atom-economical
manner.
redox-neutral
C–N
bond-forming
process
was
enabled
by
dual
catalysis
visible
light
an
N-heterocyclic
carbene
(NHC)
at
room
temperature.
This
protocol
features
unprecedented
umpolung
to
generate
N-centered
radicals.
Mechanistic
investigations
reveal
this
reaction
undergoes
nontrivial
radical–radical
coupling
between
radical
C-centered
forge
bond.
operationally
simple
tolerates
wide
range
functional
groups,
providing
rapid
access
aromatic
or
aliphatic
without
producing
any
byproduct.
Beilstein Journal of Organic Chemistry,
Journal Year:
2020,
Volume and Issue:
16, P. 2363 - 2441
Published: Sept. 29, 2020
Enantioselective
photocatalysis
has
rapidly
grown
into
a
powerful
tool
for
synthetic
chemists.
This
review
describes
the
various
strategies
creating
enantioenriched
products
through
merging
enantioselective
catalysis
and
photocatalysis,
with
focus
on
most
recent
developments
particular
interest
in
proposed
mechanisms
each.
With
aim
of
understanding
scope
each
strategy,
to
help
guide
inspire
further
innovation
this
field.
Organic Chemistry Frontiers,
Journal Year:
2020,
Volume and Issue:
7(15), P. 2082 - 2087
Published: Jan. 1, 2020
Dual
N-heterocyclic
carbene/photocatalysis
displays
unique
features
compared
with
the
traditional
methods
and
indicates
high
potential
for
new
radical
processes.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(18), P. 7242 - 7247
Published: Aug. 31, 2021
N-Heterocyclic
carbene
catalysis
enabling
vicinal
trichloromethylacylation
of
alkenes
using
tetrachloromethane
and
aldehydes
has
been
developed.
The
reaction
involves
single
electron
transfer
from
the
enolate
form
Breslow
intermediate
to
generate
persistent
intermediate-derived
ketyl
radical
a
transient
trichloromethyl
radical.
After
addition
an
alkene,
prolonged
alkyl
is
preferentially
captured
by
over
leading
atom
product.
