Design and Development of Carbene-Catalyzed Intramolecular Vinylogous Stetter Reaction to Access Phenanthrol Derivatives
Purna Chandra Behera,
No information about this author
Jakkula Ramarao,
No information about this author
Surisetti Suresh
No information about this author
et al.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 4, 2025
The
present
study
reveals
the
design
and
development
of
an
N-heterocyclic
carbene
(NHC)-catalyzed
intramolecular
vinylogous
Stetter
reaction.
This
protocol
enabled
synthesis
diverse
phenanthrol
derivatives
naphthol-fused
heterocycles
in
very
good
to
excellent
yields.
success
title
reaction
relies
on
biaryl
aldehydes
bearing
p-quinone
methide
(p-QM)
moiety
that
acts
as
a
(1,6-conjugate)
acceptor
while
aldehyde
functional
group
serves
acyl
anion
equivalent,
generated
situ
from
NHC-catalyzed
umpolung.
Salient
features
presented
include
atom
efficiency,
operational
simplicity,
broad
substrate
scope,
large-scale
synthesis,
postsynthetic
modifications.
Language: Английский
Bridged-Type Selective Intramolecular Nitrone–Alkene Cycloaddition: Computational Chemistry-Inspired Regioselectivity Control
Tanawat Phumjan,
No information about this author
Tomohiro Yazawa,
No information about this author
Shinji Harada
No information about this author
et al.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 4, 2025
A
regioselective
intramolecular
nitrone-alkene
cycloaddition
for
synthesizing
oxazabicyclo
ring-fused
indoles
is
reported.
Computational
studies
guided
the
development
of
optimal
conditions
using
In(OTf)3
as
a
Lewis
acidic
reagent.
This
method
demonstrates
broad
substrate
scope,
forming
seven-
and
eight-membered
carbocycles
with
various
substituents,
provides
versatile
route
to
complex
nitrogen-containing
scaffolds
potential
applications
in
medicinal
chemistry
total
synthesis
biologically
active
compounds.
Language: Английский
A Formal [4+1] Annulation incorporating Styrylogous Aldol Condensation to Access Substituted 2-Styryl-benzofurans
Manyam Subbi Reddy,
No information about this author
K. Kamala,
No information about this author
Surisetti Suresh
No information about this author
et al.
Organic & Biomolecular Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
A
styrylogous
aldol
condensation
has
been
introduced,
constructing
2-styryl-benzofurans
in
high
yields.
The
method's
application
demonstrated
the
efficient
syntheses
of
biologically
active
aminostyryl-benzofurans
good
overall
Language: Английский
Design and application of intramolecular arylogous nitroaldol condensation to access 2-aryl-benzofuran and -indole derivatives and formal synthesis of saprisartan
Manyam Subbi Reddy,
No information about this author
Killari Satyam,
No information about this author
Surisetti Suresh
No information about this author
et al.
RSC Advances,
Journal Year:
2024,
Volume and Issue:
14(50), P. 37234 - 37239
Published: Jan. 1, 2024
An
intramolecular
arylogous
nitroaldol
condensation
has
been
developed
for
the
synthesis
of
benzoheterols
under
transition
metal-free
conditions
and
synthesized
an
advanced
key
intermediate
saprisartan—thus
constituting
a
formal
synthesis.
Language: Английский