This document describes a solvent-free copper(II) catalyzed azide-alkyne cycloaddition reaction using cetyltrimethylammonium bromide (CTAB). A variety of azides reacted with different alkynes under these conditions to produce structurally diverse triazole derivatives in high yields within a short period of time. This procedure was efficient for the synthesis of both bis and tris triazoles. A number of functional groups were tolerated, producing excellent yields of triazole products.

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Temp.
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R1 N3 + R2
1 mol% Cu(OAc)2
2 mol% CTAB
R1 N N
N
R2
Solvent Free Copper (II) Catalyzed Azide-Alkyne Cycloaddition
Chia-Ming Kuo, Chun-Wei Kuo,
Veerababurao
Kavala and Ching-Fa Yao*
No.88, Sec.4, Ting-Chow Rd, Taipei, Taiwan, 11677, R.O.C
Email: cheyaocf@ntnu.edu.tw
CTAB
TMEDA
TBAB
DIPEA
NEt3
NH4OAc
Diisopropylamine
Copper
(II)
catalyzed
azide
alkyne
cycloaddi:on
reac:on
in
sol-­‐
vent
free
condi:on
in
the
presence
of
cetyltrimethylammonium
bromide
(CTAB)
is
described.
Using
the
procedure,
a
variety
of
non
chela:ng
azide
converted
into
different
structurally
diverse
triazole
deriva:ves
by
the
reac:on
with
various
alkynes.
This
procedure
involves
solvent
free
condi:ons
and
produce
high
yields
of
desired
triazole
products
in
a
very
short
period
:me.
This
procedure
is
equally
efficient
for
the
synthesis
of
bis
and
tris
trialzoles
as
well.
A
number
fuc:onal
groups
were
well
tolerated
under
this
reac:on
condi-­‐:on
and
produce
excellent
yields
of
the
triazole
products.