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An Extremely Facile Aza-Bergman Rearrangement of Sterically Unencumbered Acyclic 3-Aza-3-ene-1,5-diynes

โœ Scribed by Feng, Liping; Kumar, Dalip; Kerwin, Sean M.


Book ID
126087888
Publisher
American Chemical Society
Year
2003
Tongue
English
Weight
163 KB
Volume
68
Category
Article
ISSN
0022-3263

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Isolation of a cyclopropane-containing p
โœ Liping Feng; Sean M. Kerwin ๐Ÿ“‚ Article ๐Ÿ“… 2003 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 140 KB

A 3-aza-enediyne that undergoes rapid aza-Bergman rearrangement was treated with trifluoromethanesulfonic acid in the presence of 1,4-cyclohexadiene in an attempt to trap the putative 2,5-didehydropyridinium aza-Bergman intermediate. No pyridine products were detected; rather, a cyclopropane derivat