Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
60(52), P. 27164 - 27170
Published: Oct. 21, 2021
Described
herein
is
a
novel
Brønsted
acid
catalyzed
intramolecular
hydroalkoxylation/Claisen
rearrangement,
allowing
the
practical
and
atom-economic
synthesis
of
range
valuable
spirolactams
from
readily
available
ynamides
in
generally
good
to
excellent
yields
with
diastereoselectivities
broad
substrate
scope.
Importantly,
an
unexpected
dearomatization
nonactivated
arenes
heteroaromatic
compounds
involved
this
tandem
sequence.
Moreover,
asymmetric
version
cyclization
was
also
achieved
by
efficient
kinetic
resolution
chiral
phosphoric
catalysis.
In
addition,
[3,3]-rearrangement
shown
be
kinetically
preferred
over
related
[1,3]-rearrangement
theoretical
calculations.
Chemical Society Reviews,
Journal Year:
2021,
Volume and Issue:
50(3), P. 1522 - 1586
Published: Jan. 1, 2021
This
review
provides
a
comprehensive
overview
of
the
recent
applications
organocatalytic
strategies
in
pharmaceutical
synthesis,
with
focus
on
preparation
antiviral,
anticancer,
neuroprotective,
cardiovascular,
antibacterial
and
antiparasitic
agents.
Accounts of Chemical Research,
Journal Year:
2021,
Volume and Issue:
54(10), P. 2518 - 2531
Published: May 6, 2021
ConspectusCarbon
dioxide
(CO2)
is
not
only
a
greenhouse
gas
and
common
waste
product
but
also
an
inexpensive,
readily
available,
renewable
carbon
resource.
It
important
one-carbon
(C1)
building
block
in
organic
synthesis
for
the
construction
of
valuable
compounds.
However,
its
utilization
challenging
owing
to
thermodynamic
stability
kinetic
inertness.
Although
significant
progress
has
been
achieved,
many
limitations
remain
this
field
with
regard
substrate
scope,
reaction
system,
activation
strategies.Since
2015,
our
group
focused
on
CO2
synthesis.
We
are
interested
vast
possibilities
radical
chemistry,
although
high
reactivity
radicals
presents
challenges
controlling
selectivity.
hope
develop
highly
useful
transformations
involving
by
achieving
balance
selectivity
under
mild
conditions.
Over
past
6
years,
we
along
other
experts
have
disclosed
radical-type
carboxylative
cyclizations
carboxylations
using
CO2.We
initiated
research
realizing
Cu-catalyzed
oxytrifluoromethylation
allylamines
heteroaryl
methylamines
generate
2-oxazolidones
various
precursors.
Apart
from
Cu
catalysis,
visible-light
photoredox
catalysis
powerful
method
achieve
efficient
cyclization.
In
these
cases,
single-electron-oxidation-promoted
C–O
bond
formation
between
benzylic
carbamates
key
step.Since
carboxylic
acids
exist
widely
natural
products
bioactive
drugs
serve
as
bulk
chemicals
industry,
realized
further
visible-light-promoted
construct
such
chemicals.
achieved
selective
umpolung
imines,
enamides,
tetraalkylammonium
salts,
oxime
esters
successive
single-electron-transfer
(SSET)
reduction.
Using
strategy,
dearomative
arylcarboxylation
indoles
CO2.
addition
incorporation
1
equiv
per
substrate,
recently
developed
photoredox-catalyzed
dicarboxylation
alkenes,
allenes,
(hetero)arenes
via
SSET
reduction,
which
allows
two
molecules
into
compounds
diacids
polymer
precursors.In
two-electron
CO2,
sought
new
strategies
realize
single-electron
Inspired
hypothetical
electron-transfer
mechanism
iron–sulfur
proteins,
visible-light-driven
thiocarboxylation
alkenes
catalytic
iron
salts
promoters.
The
in-situ-generated
Fe/S
complexes
likely
able
reduce
anion,
could
react
give
stabilized
radical.
Moreover,
charge-transfer
complex
(CTC)
thiolate
acrylate/styrene
hydrocarboxylation
generation
or
alkene
anion.
On
basis
novel
CTC,
organocatalytic
Hantzsch
ester
effective
reductant.
ACS Central Science,
Journal Year:
2021,
Volume and Issue:
7(4), P. 536 - 558
Published: March 16, 2021
Phosphorus-based
organocatalysis
encompasses
several
subfields
that
have
undergone
rapid
growth
in
recent
years.
This
Outlook
gives
an
overview
of
its
various
aspects.
In
particular,
we
highlight
key
advances
three
topics:
nucleophilic
phosphine
catalysis,
organophosphorus
catalysis
to
bypass
oxide
waste,
and
compound-mediated
single
electron
transfer
processes.
We
briefly
summarize
five
additional
chiral
phosphoric
acid
Lewis
base
iminophosphorane
super
phosphonium
salt
phase
frustrated
pair
catalysis.
Although
it
is
not
catalytic
nature,
also
discuss
novel
discoveries
are
emerging
phosphorus(V)
ligand
coupling.
conclude
with
some
ideas
about
the
future
Organic Chemistry Frontiers,
Journal Year:
2020,
Volume and Issue:
7(23), P. 3967 - 3998
Published: Jan. 1, 2020
This
review
summarizes
the
progresses
in
organocatalytic
asymmetric
dearomatization
reactions
of
indole
derivatives
and
their
applications
total
synthesis
natural
products,
gives
some
insights
into
challenging
issues
this
research
field.
Organic Chemistry Frontiers,
Journal Year:
2021,
Volume and Issue:
8(15), P. 4315 - 4348
Published: Jan. 1, 2021
Catalytic
asymmetric
MCCRs
for
enantioselective
synthesis
of
spirooxindoles
by
using
chiral
phosphoric
acids,
amines,
bifunctional
thiourea/squaramides
and
metal-based
reagents
as
catalysts.
Angewandte Chemie International Edition,
Journal Year:
2022,
Volume and Issue:
61(17)
Published: Jan. 26, 2022
Abstract
The
first
highly
atroposelective
construction
of
N−N
axially
chiral
indole
scaffolds
was
established
via
a
new
strategy
de
novo
ring
formation.
This
makes
use
the
organocatalytic
asymmetric
Paal–Knorr
reaction
well‐designed
N
‐aminoindoles
with
1,4‐diketones,
thus
affording
‐pyrrolylindoles
in
high
yields
and
excellent
atroposelectivities
(up
to
98
%
yield,
96
ee).
In
addition,
this
is
applicable
for
synthesis
bispyrroles
97
More
importantly,
such
heterocycles
can
be
converted
into
organocatalysts
applications
catalysis,
some
molecules
display
potent
anticancer
activity.
work
not
only
provides
but
also
offers
members
atropisomer
family
promising
synthetic
medicinal
chemistry.
Chinese Journal of Chemistry,
Journal Year:
2021,
Volume and Issue:
39(7), P. 1787 - 1796
Published: Feb. 22, 2021
Abstract
The
well‐defined
conformational
properties
of
axially
chiral
compounds
bring
extraordinary
values
to
an
assortment
bioactive
molecules,
advanced
materials,
organocatalysts
as
well
ligands
in
asymmetric
transformations.
demonstrated
usefulness
and
untapped
potential
structural
motifs
stimulate
increasing
efforts
develop
novel
efficient
approaches
for
their
preparation.
In
this
regard,
the
phosphoric
acids
broadly
used
Brønsted
acid
catalysis
have
shown
high
relevance
atroposelective
synthesis
well.
Our
strong
interest
reaction
chemistry
atropisomers
has
established
a
rewarding
research
programme
our
group.
course
studies
will
be
recounted
Account
,
with
discussion
focused
on
use
catalyze
construction
several
key
structures
such
BINAM,
BINOL,
NOBIN,
arylquinones,
SPINOL,
arylpyrrole
analogues
alkenes.
What
is
most
favorite
original
developed
your
group?
Organocatalytic
arene
C—H
functionalization.
important
personality
scientific
research?
Persistence,
smart
thinking.
are
hobbies?
Playing
basketball,
playing
card.
What's
book(s)?
Ordinary
World
by
famous
Chinese
writer
Yao
Lu.
Who
influences
you
mostly
life?
My
parents
my
supervisors
Prof.
Guofu
Zhong
Carlos
F.
Barbas
III.
How
do
supervise
students?
I
advise
students
work
smartly
hard.
Chinese Journal of Chemistry,
Journal Year:
2022,
Volume and Issue:
40(18), P. 2151 - 2160
Published: May 31, 2022
Comprehensive
Summary
A
new
strategy
for
the
enantioselective
synthesis
of
axially
chiral
3,3'‐bisindoles
was
devised
by
direct
coupling
two
indole
rings.
This
makes
use
C3‐umpolung
reactivity
2‐indolylmethanols,
which
enables
catalytic
asymmetric
addition
reaction
2‐indolylmethanols
with
rationally
designed
2‐substituted
indoles,
thus
constructing
3,3'‐bisindole
scaffolds
in
overall
excellent
yields
(up
to
98%)
high
enantioselectivities
96
:
4
er).
approach
not
only
has
overcome
challenges
five‐five‐membered
heterobiaryls,
but
also
represents
a
application
catalysis.
More
importantly,
this
class
can
undergo
variety
post‐functionalizations
give
3,3'‐bisindole‐based
organocatalysts,
have
found
their
preliminary
applications
