Green Synthesis and Catalysis,
Journal Year:
2023,
Volume and Issue:
unknown
Published: Oct. 1, 2023
Ethers
are
among
the
most
important
chemicals
in
organic
synthesis,
pharmaceutical
industry,
agrochemical
production,
and
material
science.
C-O
bond
formation
via
substitution
is
one
of
widely
used
strategies
for
ether
formation.
However,
known
methods
usually
employ
transition-metal
bases
to
facilitate
process.
In
this
work,
we
describe
base-
transition-metal-free
alcohol
phenol-participated
substitution.
The
protocol
allows
access
a
large
number
ethers
with
enyne
functional
moieties,
features
mild
reaction
conditions,
high
efficiency,
good
regio-
stereoselectivities.
could
be
readily
scaled
up,
products
range
further
transformations.
European Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
2021(47), P. 6478 - 6510
Published: Sept. 8, 2021
Abstract
Current
medicinal
chemistry
relies
heavily
on
the
quality
of
building
blocks,
i.
e.
reagents
used
to
introduce
chemical
diversity
into
target
molecules.
The
last
decade
witnessed
an
emergence
many
novel
(or
well‐overlooked
old)
chemotypes
for
drug
discovery,
which
is
related
adapting
new
synthetic
methodologies,
designing
sp
3
‐enriched
bioisosteres,
paying
attention
previously
underrated
even
unwanted)
structural
motifs,
or
combination
thereof.
In
this
review
with
532
references,
a
survey
selected
that
emerged
recently
in
provided,
focus
synthesis
corresponding
blocks.
Thus,
saturated
(hetero)aliphatic
boronates,
sulfonyl
fluorides,
sulfinates,
non‐classical
benzene
isosteres,
bicyclic
morpholine/piperidine/piperazine
analogs,
as
well
gem
‐difluorinated
cycloalkanes
(as
example
emerging
fluorinated
motifs)
are
discussed.
Advanced Synthesis & Catalysis,
Journal Year:
2021,
Volume and Issue:
363(21), P. 4818 - 4840
Published: Sept. 16, 2021
Abstract
Hydroboration
of
alkynes
is
special
interest
to
researchers
since
it
the
most
straightforward
process
for
synthesis
highly
important
vinylborane
synthetic
intermediate
compounds.
It
significant
in
terms
both
regioselectivity
and
stereoselectivity,
several
positional
isomers
are
formed
during
hydroboration.
Given
importance
this
class
compounds,
an
extensive
study
has
been
carried
out
regarding
catalytic
condition
development
detailed
mechanistic
studies
selectively
obtaining
a
single
isomer.
This
review
comprehensively
summarizes
regioselective
stereoselective
hydroboration
alkynes.
aimed
at
giving
readers
accurate
knowledge
systems
available
certain
We
anticipate
that
inclusive
will
encourage
explore
more
new
types
achieve
remarkable
magnified
image
Chemistry - A European Journal,
Journal Year:
2021,
Volume and Issue:
27(62), P. 15277 - 15326
Published: Sept. 9, 2021
Abstract
This
review
discusses
recent
advances
in
the
chemistry
of
saturated
boronic
acids,
boronates,
and
trifluoroborates.
Applications
title
compounds
design
boron‐containing
drugs
are
surveyed,
with
special
emphasis
on
α‐amino
derivatives.
A
general
overview
as
modern
tools
to
construct
C(sp
3
)−C
)‐heteroatom
bonds
is
given,
including
developments
Suzuki‐Miyaura
Chan‐Lam
cross‐couplings,
single‐electron‐transfer
processes
metallo‐
organocatalytic
photoredox
reactions,
transformations
boron
“ate”
complexes.
Finally,
an
attempt
summarize
current
state
art
synthesis
trifluoroborates
made,
a
brief
mention
“classical”
methods
(transmetallation
organolithium/magnesium
reagents
species,
anti‐Markovnikov
hydroboration
alkenes,
modification
alkenyl
compounds)
focus
methodologies
(boronation
alkyl
(pseudo)halides,
derivatives
carboxylic
alcohols,
primary
amines,
boronative
C−H
activation,
novel
approaches
alkene
hydroboration,
1,2‐metallate‐type
rearrangements).
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(6), P. 3668 - 3675
Published: Feb. 28, 2023
Sulfonyl
fluorides
are
highly
versatile
molecules
for
click
chemistry
that
have
found
applications
in
many
areas
of
and
biology.
Recent
chemical
approaches
focused
on
the
synthesis
alkyl
sulfonyl
from
readily
available
starting
materials.
Here,
we
report
a
photocatalytic
organotrifluoroborates
boronic
acid
pinacol
esters,
which
building
blocks
commonly
employed
by
medicinal
chemists
bioactive
molecules.
Steady-state
time-resolved
spectroscopy
confirmed
absorption
photons
acridinium
catalysts
leads
to
oxidation
organotrifluoroborate
substrates.
The
reaction
exhibits
broad
functional
group
tolerance,
can
be
attributed
mild
activation
with
visible
light.
Importantly,
this
general
approach
provides
easy
access
primary,
secondary,
tertiary
fluorides.
Dalton Transactions,
Journal Year:
2024,
Volume and Issue:
53(8), P. 3621 - 3628
Published: Jan. 1, 2024
The
bis-guanidinate
supported
zinc
hydride
(
I
)
catalyzes
the
hydroboration
of
a
series
esters,
yielding
alkoxyboronate
esters
as
products.
Based
on
stoichiometric
experiments,
plausible
insertion/sigmabond
metathesis
mechanism
has
been
proposed.
Chemical Communications,
Journal Year:
2020,
Volume and Issue:
57(4), P. 441 - 459
Published: Dec. 10, 2020
Transition
metal-catalyzed
asymmetric
multicomponent
reactions
using
organoboron
compounds
have
been
utilized
extensively
for
C–B,
C–C,
and
other
bond-forming
reactions.
This
feature
article
highlights
the
important
discoveries
in
this
topic.
Organic Chemistry Frontiers,
Journal Year:
2021,
Volume and Issue:
9(3), P. 838 - 852
Published: Nov. 16, 2021
gem
-Diborylalkanes
are
an
important
class
of
organoboron
compounds
as
they
function
a
key
building
block
in
organic
synthesis.
This
review
summarizes
recent
developments
the
enantioselective
synthesis
-diborylalkanes
and
application
asymmetric
Organic & Biomolecular Chemistry,
Journal Year:
2021,
Volume and Issue:
19(34), P. 7276 - 7297
Published: Jan. 1, 2021
Alkynyl
boron
compounds
have
attracted
profound
interest
in
synthetic
organic
chemistry.
This
review
article
summarizes
the
various
methods
developed
for
synthesis
and
reactivity
of
alkynyl
a
chronological
manner.