4.7 Article

Pd(CH3CN)2Cl2-catalyzed oxidative heterodimerization reaction of 2,3-allenamides and 1,2-allenyl ketones:: An efficient synthesis of 4-(Furan-3′-yl)-2(5H)-furanimines

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 16, Pages 6291-6294

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0507441

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The Pd(II)-catalyzed oxidative heterodimerization reaction of 2,3-allenamides and 1,2-allenyl ketones was studied. It provides an efficient route for the synthesis of the polysubstituted 4-(furan-3'-yl)2(5H)-furanimines, which are not readily available from the known methods. Due to the application of benzoquinone, the loadings of both the palladium catalyst and ketone have been greatly reduced for the oxidative heterodimerization of 2,3-allenamides and 1,2-allenyl ketones in acetic acid.

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