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Synthesis of triphenylsilyl[14C2]acetylene for use in a Sonogashira reaction

✍ Scribed by Charles S. Elmore; Peter N. Dorff

Publisher
John Wiley and Sons
Year
2011
Tongue
French
Weight
104 KB
Volume
54
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Silylacetylenes are useful coupling partners for aromatic halides in the Sonogashira reaction and a C‐14 labeled version of this useful synthon would allow ready access to a wide variety of arylalkynes. Ca^14^C~2~ was converted to triphenylsilyl[^14^C~2~]acetylene using two related routes in 65% yield, and the resulting [^14^C~2~]acetylene was coupled with an aryl halide to give the target triphenylsilylarylacetylene (2) in 40% yield. Copyright © 2010 John Wiley & Sons, Ltd.

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