The imidate–amide rearrangement: an explanation for the ambident nucleophilic properties of neutral amides
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 6,p. 303-304
- https://doi.org/10.1039/c39720000303
Abstract
Rearrangement of N-methylbenzimidates to tertiary amides (in nitrobenzene at 138°) is readily catalysed by alkyl halides and other electrophilic species, suggesting that alkylation of neutral amides usually proceeds at the O-atom, with N-substitution arising from a subsequent rearrangement.Keywords
This publication has 0 references indexed in Scilit: