'Push-pull' triacetylenes 11a, b, c as well as 'push-pull' tetraacetylene 13b have been prepared by reaction of the corresponding trichloroene(oligoinyl)amines 9 and 10 with 2 mol-equiv. of BuLi followed by acylation.The sequences (Schemes 3 and 4) are very simple and straightforward, they could in principle be applied to the synthesis of 'push-pull' pentaacetylenes 15 and hexaacetylenes 17 (Scheme 5).Main limitations are the moderate yields as well as the low thermal stability of push-pull oligoacetylenes.
Bartlome, Andreas,Staempfli, Urs,Neuenschwander, Markus
p. 1264 - 1272
(2007/10/02)
REACTION OF 1-DIALKYLAMINO-1-BUTYN-3-ONES WITH HYDRAZINE AND SUBSTITUTED HYDRAZINES
A series of 1-dialkylmino-1-butyn-3-ones were obtained, and their reactions with hydrazine and its alkyl, aryl and unsymmetrical dialkyl derivatives were studied.The reactions with unsubstituted and monosubstituted hydrazones lead to the formation of heterocyclic compounds of the pyrazole series, while the monosubstituted hydrazines form two isomeric products.Unsymmetrical dimethylhydrazine adds at the C1-carbon atom with the formation of compounds containing an open structure.
Ostroumov, I. G.,Tsil'ko, A. E.,Maretina, I. A.,Petrov, A. A.
p. 1467 - 1474
(2007/10/02)
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