Substrate-Controlled Divergent Synthesis of Benzimidazole-Fused Quinolines and Spirocyclic Benzimidazole-Fused Isoindoles
Ying‐Ti Huang,
Wan‐Wen Huang,
Yi‐Ting Huang
и другие.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(11), С. 7513 - 7520
Опубликована: Май 9, 2024
A
Rh(III)-catalyzed
annulation
of
2-arylbenzimidazoles
with
α-diazo
carbonyl
compounds
via
C–H
activation/carbene
insertion/intramolecular
cyclization
is
explored.
The
switchable
product
selectivity
achieved
by
the
use
distinct
compounds.
Benzimidazole-fused
quinolines
are
obtained
through
[4
+
2]
exclusively
when
2-diazocyclohexane-1,3-diones
used,
where
they
act
as
a
C2
synthon.
Alternatively,
diazonaphthalen-1(2H)-ones
merely
function
one-carbon
unit
synthon
to
generate
quaternary
center
1]
afford
spirocyclic
benzimidazole-fused
isoindole
naphthalen-2-ones.
thorough
mechanistic
study
reveals
course
reaction.
Язык: Английский
Synthesis of 1,4-epoxy-2-aryltetrahydro-1-benzazepines via rhodium(iii)-catalyzed C–H allylation/intramolecular 1,3-dipolar cycloaddition
Chemical Communications,
Год журнала:
2024,
Номер
60(17), С. 2401 - 2404
Опубликована: Янв. 1, 2024
Herein,
we
report
a
new
synthetic
route
to
1,4-epoxy-2-aryltetrahydro-1-benzazepine
derivatives
with
high
efficiency,
namely
the
Rh(III)-catalyzed
C-H
allylation
of
nitrones
allyl
precursors,
followed
by
subsequent
intramolecular
1,3-dipolar
cycloaddition,
deliver
title
compounds.
This
reaction
is
regio-
and
stereo-selective,
generating
Язык: Английский
Synthesis of Functionalized Indoles by an Iridium-Catalyzed N–H Insertion Cascade: Nucleophilic Cyclization of Naphthylamines with α-Diazocarbonyl Compounds
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 28, 2024
A
novel
iridium-catalyzed
[3
+
2]
annulation
of
naphthylamines
and
α-diazocarbonyl
compounds
was
developed
for
the
rapid
assembly
densely
functionalized
indoles.
This
new
catalytic
process
represents
first
example
a
cascade
intramolecular
nucleophilic
cyclization
by
N-H
insertion
amines.
Various
could
be
obtained
in
high
yields
with
excellent
functional
group
tolerance.
The
reaction
affords
valuable
indole
derivatives,
enabling
expedient
access
to
heterocyclic
analogues
not
easily
accessible
other
methods.
Язык: Английский
Rhodium-catalyzed transformations of diazo compounds via a carbene-based strategy: recent advances
RSC Advances,
Год журнала:
2024,
Номер
14(53), С. 39337 - 39352
Опубликована: Янв. 1, 2024
As
a
carbene
precursor,
diazo
compounds
incorporate
in
Rh-catalyzed
synthesis
of
heterocycles,
carbocycles
and
functionalized
compounds.
The
reaction
involves
C–H
activation,
insertion
an
annulation/functionalization
sequence.
Язык: Английский