In:
Australian Journal of Chemistry, CSIRO Publishing, Vol. 70, No. 4 ( 2017), p. 421-
Abstract:
Reaction of 1,2-diaminioethane (ethylenediamine) with electron-deficient alkynes leads to full scission of the C≡C bond even in the absence of a keto group directly attached to the alkyne. This process involves oxidation of one of the alkyne carbons into C2 of a 2-R-4,5-dihydroimidazole with the concomitant reduction of the other carbon to a methyl group. The sequence of Sonogashira coupling with the ethylenediamine-mediated fragmentation described in this work can be used for selective formal substitution of halogen in aryl halides by a methyl group or a 4,5-dihydroimidazol-2-yl moiety.
Type of Medium:
Online Resource
ISSN:
0004-9425
Language:
English
Publisher:
CSIRO Publishing
Publication Date:
2017
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