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Propynal Equivalents and Diazopropyne: Synthesis of All Mono-13C Isotopomers

✍ Scribed by Randal A. Seburg; Jonathan A. Hodges; Robert J. McMahon

Publisher
John Wiley and Sons
Year
2009
Tongue
German
Weight
280 KB
Volume
92
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Mechanistic and spectroscopic investigations of reactive C~3~H~2~ hydrocarbons necessitated the preparation of diazopropyne isotopomers bearing mono‐^13^C substitution at each of the three unique positions. The diazo compounds and their tosylhydrazone precursors were prepared from the mono‐^13^C isotopomers of propynal (in the form of either the aldehyde or the diethyl acetal). The introduction of ^13^C‐labeling at either alkyne position in propynal utilized the Corey–Fuchs procedure for chain homologation.

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