Journal
ORGANIC LETTERS
Volume 17, Issue 3, Pages 604-607Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol503623m
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Funding
- MEXT, Japan
- Japan Society for the Promotion of Science (JSPS)
- Grants-in-Aid for Scientific Research [23390025, 24689001] Funding Source: KAKEN
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Various N-propargyl ynamides were converted to bicylic and tricyclic pyrroles by the use of a cationic dual-activation gold catalyst. This reaction starts with the nucleophilic addition of a gold acetylide onto an ynamide triple bond at the beta-position of the nitrogen atom. Thus, gold vinylidene is formed, and then a second cyclization takes place. The formation of the gold vinylidene is indicated by the evidence that not only aryl ynamides but also alkyl ynamides undergo C-H activation in these reactions.
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