Intramolecular Ketenimine−Ketenimine [2 + 2] and [4 + 2] Cycloadditions
The Journal of Organic Chemistry2007Vol. 72(15), pp. 5863–5866
Citations Over TimeTop 14% of 2007 papers
Abstract
Bis(ketenimines), in which the two heterocumulenic functions are placed in close proximity on a carbon skeleton to allow their mutual interaction, show a rich and not easily predictable chemistry. Intramolecular [2 + 2] or [4 + 2] cycloadditions are, respectively, observed when both ketenimine functions are supported on either ortho-benzylic or 2,2'-biphenylenic scaffolds. In addition, nitrogen-to-carbon [1,3] and [1,5] shifts of arylmethyl groups in N-arylmethyl-C,C-diphenyl ketenimines are also disclosed.
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