Journal of Organic Chemistry p. 1653 - 1655 (1981)
Update date:2022-09-26
Topics:
Stamegna, Andrew P.
McEwen, William E.
The thermal rearrangements of the conjugate bases (2) of N-benzyl open-chain analogues of Reissert compounds give products formally derived from two competing <1,2> rearrangement-elimination reactions.The products of the major sequences of reactions are deoxybenzoins and benzonitriles, while those of the minor sequence are α-benzoamidostilbenes.The results are compatible with radical pair mechanism involving initial homolysis of the conjugate base 2 followed by two possible modes of radical recombination (Schemes I and II).
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