Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 25, 2024
A
general
protocol
for
the
synthesis
of
a
variety
functionalized
quinazolinones
has
been
developed
through
sequential
Pd-catalyzed
coupling/1,5-alkyloxy/thio/azole
shift/6π
electrocyclization
reaction
isocyanides
and
2-carbonylaryl
azides.
When
3-(2-isocyanoethyl)indoles
were
utilized,
an
unusual
competitive
between
[1,5]-shift
indole-spirocyclization
was
observed,
which
renders
modular
spiroindolenine-3,3'-pyrrolo[2,1-
Zeitschrift für Kristallographie - New Crystal Structures,
Journal Year:
2023,
Volume and Issue:
238(5), P. 857 - 859
Published: July 4, 2023
Abstract
C
16
H
12
F
3
NO,
orthorhombic,
P
2
1
(no.
19),
a
=
6.9928(6)
Å,
b
8.9764(8)
c
21.216(2)
V
1331.7(2)
Å
,
Z
2,
R
gt
(
)
0.0583,
w
ref
0.1552,
T
298
K.
Abstract
The
C(
sp
3
)−H
functionalization
via
intramolecular
hydride
transfer
initiated
cascade
annulation
for
the
synthesis
of
spiro‐fused
succinimide‐containing
tetrahydroquinolines
induced
by
iminium
intermediates
is
described.
A
series
diastereoselective
2,7‐diazaspiro[4.5]decanes‐1,3‐diones
were
achieved
using
ortho
‐amino‐benzylidene‐succinimide
Lewis
acid
catalysis.
This
scandium
triflate
Sc(OTf)
catalysed,
oxidant‐free
protocol
leads
to
a
class
derivatives
with
48–98%
yield
in
single
step.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 25, 2024
A
general
protocol
for
the
synthesis
of
a
variety
functionalized
quinazolinones
has
been
developed
through
sequential
Pd-catalyzed
coupling/1,5-alkyloxy/thio/azole
shift/6π
electrocyclization
reaction
isocyanides
and
2-carbonylaryl
azides.
When
3-(2-isocyanoethyl)indoles
were
utilized,
an
unusual
competitive
between
[1,5]-shift
indole-spirocyclization
was
observed,
which
renders
modular
spiroindolenine-3,3'-pyrrolo[2,1-
