Aqueous/Nonaqueous DBU Mixtures: Versatile Switching Media for Chemoselective Aldol, Baylis‐Hillman, and Aldol Condensation Reactions
ChemistryOpen,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 20, 2025
Abstract
Isophorone
is
a
relatively
small
molecule
with
several
neighboring
reacting
sites,
making
it
susceptible
to
various
competing
reactions
aldehydes,
including
aldol,
Baylis‐Hillman
(BH),
aldol
condensation,
and
Michael
addition
reactions.
In
the
present
work,
we
have
designed
switchable
1,8‐diazabicyclo[5.4.0]undec‐7‐ene
(DBU)‐catalyzed
procedure,
where
reaction
of
isophorone
aldehydes
guided
chemoselectively
toward
either
BH,
or
condensation
reactions,
depending
on
use
water
and/or
heat.
This
controllable
divergency
likely
stems
from
ability
tune
dual
nucleophilicity/basicity
characters
DBU/H
2
O
medium.
other
words,
nucleophilicity
DBU
plays
crucial
role
in
directing
process
formation
BH
adducts
absence
water.
At
same
time,
pathway
dominates
when
present.
The
conditions
were
amenable
for
tandem
processes,
as
demonstrated
an
condensation/Diels‐Alder
sequence.
Язык: Английский
Photocatalytic Three-Component Assemblies of Enaminones, α-Diazo Esters, and Nitriles for the Synthesis of N,N-Diacylated Glycine Esters
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Май 21, 2025
A
facile
method
with
simple
starting
materials,
including
enaminones,
α-diazo
esters,
and
nitriles,
has
been
developed
for
the
direct
synthesis
of
N,N-diacyl
glycine
esters
via
visible
light
photocatalysis.
The
reaction
involves
a
novel
carbon-carbon
bond
cleavage
in
leading
to
products
high
tolerance
variability
substructures
among
all
three
components.
Язык: Английский
Modular synthesis of unsymmetrical indolyl diketones from ynediones via sequential aza-Micheal addition/C-H functionalization
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
Herein,
we
disclose
an
efficient
approach
for
the
synthesis
of
unsymmetrical
indolyl
diketones
from
easily
accessible
1,2-alkynediones
involving
a
sequential
aza-Michael
addition/C-H
Functionalization
process.
The
two-step,
one-pot
strategy
involves
addition
aniline
generating
Язык: Английский