Rearrangement reactions of allylic anilinium ylides derived from o- and p-dimethylaminophenol
Abstract
The ortho-ylides (4) are isolable compounds which on heating give a variety of products, including the ethers (5) formed by a [1,4] sigmatropic rearrangement; the para-ylides (11) are less stable, and above 0° the ylides (11a and b) undergo consecutive [2,3] and [3,3] sigmatropic rearrangements whereas the ylides (11c–e) apparently react by homolytic fission and recombination.