The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(16), P. 12141 - 12149
Published: Aug. 2, 2023
A
cyanomethylation/cyclization
of
aryl
acetylenes/ethylenes
with
bromoacetonitrile
was
finished
in
a
photopromoted
condition,
which
offers
an
efficient
and
mild
protocol
for
the
preparation
cyanomethylated
7-
or
5-membered
N-heterocycles
good
yields.
Meanwhile,
trichloroacetonitrile
also
compatible
this
radical
pathway.
In
addition,
variety
single-crystal
X-ray
diffraction
measurements,
scaled-up
operations
to
1
mmol,
functional
group
transformations
final
products,
light
on/off
experiments,
even
radial
inhibition
studies
were
smoothly
performed
tandem
system.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(46), P. 8258 - 8262
Published: Nov. 13, 2023
A
photocatalyzed
oxidative
dehydrogenative
annulation
between
2-(1H-indol-2-yl)phenols
and
alkenylphenols
is
presented.
Various
indole-fused
benzoxepines
can
be
obtained
at
room
temperature
using
atom-efficient
strategies.
This
method
not
only
avoids
the
use
of
stoichiometric
amounts
oxidants
but
also
exhibits
excellent
atom
economy
by
generating
H2O
as
theoretical
byproduct.
Given
the
significance
of
oxacyclic
frameworks
in
molecular
scaffolds
and
drug
discovery,
it
is
intriguing
to
precisely
construct
manipulate
such
ring
systems
chemical
research.
In
this
area,
intermolecular,
multicomponent
cyclization
for
synthesis
diversely
substituted
seven-membered
oxacycles
under
simple
conditions
still
a
challenge.
Here,
we
report
dual
photoredox/Brønsted
acid
relay
catalytic
strategy
situ
generation
ortho-quinone
methides
subsequent
(4+3)
with
2-indolylalcohols.
one-pot
reaction,
two
C-C
one
C-O
bonds
are
formed,
providing
de
novo
access
various
biologically
important
indole-fused,
oxygen-containing
heterocycles.
By
virtue
chiral
phosphoric
acid,
an
asymmetric
version
can
also
be
achieved
good
excellent
level
enantioselectivity
(up
96:4
er).
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(16), P. 11233 - 11243
Published: July 25, 2024
A
visible-light-induced
radical
cascade
regioselective
acylation/cyclization
of
1,7-dienes
with
acyl
oxime
esters
for
the
preparation
acylation
polycyclic
compounds
via
NCR-mediated
C-C
σ-bond
cleavage
is
established.
The
transformation
involves
in
and
selective
addition
electron
neutral
C═C
bonds
synthesis
quinolinone
derivatives,
not
traditional
seven-membered
ring
products.
strategy
offers
several
advantages,
including
broad
substrate
tolerance,
no
need
bases,
hyperstoichiometric
initiators,
other
auxiliaries.
