| Tartalmi leírás: |
A safe and efficient flowchemistry-
based procedure is presented
for 1,3-dipolar cycloaddition reactions
between organic azides and acetylenes.
This simple and inexpensive technique
eliminates the need for costly special
apparatus and utilizes Cu powder as
a plausible CuI source. To maximize
the reaction rates, high-pressure/hightemperature
conditions are utilized; alternatively,
the harsh reaction conditions
can be moderated at room temperature
by the joint application of
basic and acidic additives. A comparison
of the performance of these two
approaches in a series of model reactions
has resulted in the formation of useful 1,4-disubstituted 1,2,3-triazoles
in excellent yields. The risks that are
associated with the handling of azides
are lowered, thanks to the benefits of
flow processing, and gram-scale production
has been safely implemented.
The synthetic capability of this continuous-
flow technique is demonstrated by
the efficient syntheses of some highly
functionalized derivatives of the antifungal
cispentacin.
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| Azonosító: |
Ötvös, Sándor B. and Mándity, István M. and Kiss, Loránd and Fülöp, Ferenc (2013) Alkyne?Azide Cycloadditions with Copper Powder in a High-Pressure Continuous-Flow Reactor: High-Temperature Conditions versus the Role of Additives. Chemistry an Asian Journal, 8. pp. 800-808. ISSN 1861-471X
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