A facile synthesis of trisubstituted allenamides by DBU-promoted isomerization of propargylamides

[Display omitted] •Synthesis of trisubstituted allenamides are synthesized by the isomerization of propargylamides.•One-pot synthesis of allenamides from propargylamines.•A variety of substituted allenamides were produced under simple and mild conditions. Trisubstituted allenamides are synthesized b...

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Bibliographic Details
Published in:Tetrahedron letters 2020-07, Vol.61 (30), p.152146, Article 152146
Main Authors: Hirokane, Tsukasa, Watanabe, Shino, Matsumoto, Kenji, Yoshida, Masahiro
Format: Article
Language:English
Subjects:
Allenamide
Base-promoted reaction
Isomerization
Propargylamide
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Summary:[Display omitted] •Synthesis of trisubstituted allenamides are synthesized by the isomerization of propargylamides.•One-pot synthesis of allenamides from propargylamines.•A variety of substituted allenamides were produced under simple and mild conditions. Trisubstituted allenamides are synthesized by the isomerization of propargylamides with DBU. The reactions afforded a variety of substituted allenamides under simple and mild conditions. One-pot synthesis of allenamides from propargylamines, which were easily prepared by aldehyde-alkyne-amine coupling in one-step, is also achieved.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2020.152146