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Reaction of tertiary allylic amines with butadiene catalyzed by palladium

✍ Scribed by Christina Moberg

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
183 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

Tertiary allylic amines react with butadiene in the presence of palladium(O) with cleavage of the carbon-nitrogen bond of the allylic amine and formation of the unsaturated tertiarv amine 4.

In the course of our studies of nickel-catalyzed additions of secondary amines to butadiene,2 we found that, in addition to the main products 1 and 2, small amountsofco-oligomers consisting of one amine and four butadiene units are formed when the reaction mixtures are allowed to stand for several davs with an excess of butadiene. By using a palladium(O)-catalyst the yield and the selectivity of this co-oligomerization reaction can he imaroved. Furthermore, the same products are obtained from hutadiene and pre-formed octadienylamine 1.

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## Abstract The aminoalcohols **1**, react with 2 equivalents of butadiene in the presence of catalytic quantities of bis (acetylacetonato)palladium/triphenylphosphine to give exclusively the corresponding __N__‐octadienyl amninoalcohols. In the presence of excess butadiene, subsequent __O__‐octadi