We
have
developed
an
iron
catalyzed
oxidative
dimerization
of
pyrrolo[2,1-a]isoquinolines
and
pyrrolo[1,2-a]quinolines.
A
series
dimeric
pyrrolo[1,2-a]quinolines
can
be
prepared
efficiently
under
mild
reaction
conditions
with
DTBP
as
oxidant
HFIP
solvent
(19
examples,
36-76%
yield).
We
report
here
a
highly
selective
C6-nitration
of
benzothiazolones
in
the
presence
iron
nitrate
as
nitro
source.
A
series
novel
6-nitrobenzothiazolin-2-one
derivatives
were
prepared
with
moderate
to
excellent
yields
at
room
temperature.
The
method
shows
high
regioselectivity,
broad
substrate
scope
and
good
compatibility
functional
groups.
Further
transformations
performed
for
reduction
groups,
amination
carbonyl
groups
alkylation
amine
3-position
product.
New Journal of Chemistry,
Год журнала:
2024,
Номер
48(32), С. 14128 - 14139
Опубликована: Янв. 1, 2024
Due
to
its
low
price,
mild
reaction
conditions
and
high
reactivity,
tert
-butyl
nitrite,
as
a
green
novel
nitrification
reagent,
has
attracted
much
attention
made
promising
progress.
We
have
developed
an
iron
catalyzed
oxidative
dimerization
of
pyrrolo[2,1-a]isoquinolines
and
pyrrolo[1,2-a]quinolines.
A
series
dimeric
pyrrolo[1,2-a]quinolines
can
be
prepared
efficiently
under
mild
reaction
conditions
with
DTBP
as
oxidant
HFIP
solvent
(19
examples,
36-76%
yield).