Photoinduced Palladium-Catalyzed 1,2-Aminoalkylation of Aromatic Alkenes with Hydroxyl as the Directing Group
Organic Letters,
Год журнала:
2024,
Номер
26(24), С. 5110 - 5114
Опубликована: Июнь 7, 2024
The
hybrid
nature
of
Pd(I)-alkyl
radical
species
has
enabled
a
wide
array
radical-based
transformations.
However,
in
this
transformation,
the
secondary
are
prone
to
recombining
into
Pd(II)-alkyl
give
Heck-type
products
via
β-H
loss.
Herein,
we
report
visible-light-induced,
three-component
Pd-catalyzed
1,2-aminoalkylation
alkenes
with
readily
available
alkyl
halides
and
amines
construct
C–C
C–N
bonds
simultaneously.
Mechanistic
investigation
shows
that
intermediate
o-quinone
methide
produced
is
key
factor
transformation.
Язык: Английский
Photoredox-Catalyzed Synthesis of 3,3-Difluoro-γ-lactams via 1,5-Hydrogen Atom Transfer-Involved Alkyne Difunctionalization and C–N Cleavage
Organic Letters,
Год журнала:
2024,
Номер
26(46), С. 9903 - 9908
Опубликована: Ноя. 8, 2024
This
manuscript
describes
the
application
of
a
1,5-hydrogen
atom
transfer
strategy
in
photoredox-catalyzed
hydrodifluoroalkylation
alkynes.
The
approach
utilizes
sequential
cascade
process
difluoroalkylation,
transfer,
C(sp
Язык: Английский
EDA-Enabled Three-Component Polarity-Crossover Cyclization: Modular Installation of Fully Substituted γ-Lactams
Organic Letters,
Год журнала:
2024,
Номер
26(44), С. 9598 - 9603
Опубликована: Окт. 28, 2024
A
photoinduced
three-component
radical
addition-aminalization
cascade
was
accomplished,
enabling
rapid
assembly
of
a
wide
range
densely
functionalized
γ-lactams.
Key
to
this
transformation
is
the
electron-donor-acceptor
(EDA)
generation
enamine
and
in
situ
trapping
an
iminium
intermediate
with
bromodifluoroacetamide.
This
rationally
designed
protocol
fully
takes
advantage
polarity
crossover
(enamine-iminium)
process,
providing
modular
previously
inaccessible
scaffolds.
The
reaction
proceeds
under
mild
conditions
excellent
regio-
diastereoselectivity,
which
amenable
structurally
varied
substrates
pharmaceuticals.
Язык: Английский
Three-Component Photochemical Cyclization/Dithiocarbamate Formation of gem-Difluoro Quinolin-2(1H)-ones
Organic Letters,
Год журнала:
2024,
Номер
26(44), С. 9604 - 9609
Опубликована: Окт. 29, 2024
Herein,
a
novel
visible-light-induced
6-
Язык: Английский
Visible-light-induced three component difluoromethylation cyclization carbo-thioesterification to CF2-Containing γ-Lactams
Molecular Catalysis,
Год журнала:
2024,
Номер
570, С. 114685 - 114685
Опубликована: Ноя. 21, 2024
Язык: Английский
Photo‐catalyzed Stereospecific Synthesis of Trisubstituted Alkenes Incorporating 3,3‐Difluoro‐γ‐Lactams from Morita‐Baylis‐Hillman Acetates and N‐Allylbromodifluoroacetamides
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 1, 2024
Abstract
A
photocatalytic
methodology
has
been
devised
for
the
stereoselective
construction
of
trisubstituted
alkenes
incorporating
3,3‐difluoro‐γ‐lactams
in
17–93%
yields
via
a
radical
cascade
process
utilizing
MBH
acetates
and
N
‐allylbromodifluoroacetamides
as
starting
materials.
The
reaction
mechanism
involves
single‐electron
transfer,
5
‐
exo
trig
cyclization,
addition,
elimination
fashion.
Язык: Английский