Journal of Organic Chemistry p. 638 - 646 (2013)
Update date:2022-08-03
Topics:
Hashimoto, Yuto
Hirano, Koji
Satoh, Tetsuya
Kakiuchi, Fumitoshi
Miura, Masahiro
The ruthenium-catalyzed coupling reactions of benzamides with alkynes in the presence of acetic acid as a promoter smoothly proceeded regio- and stereoselectively through a directed C-H bond cleavage to produce the corresponding ortho-alkenylated products. Phenylpyrazoles and related substrates also underwent a similar coupling to give dialkenylated products selectively. Several competitive experiments were performed to obtain mechanistic insight into both the mono- and dialkenylation reactions.
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