Aroylation of carbanions derived from N-(diphenylmethyl)arylmethanimines. A synthesis of 4-aroyloxy-2-azabuta-1,3-dienes
- 1 January 1986
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2021-2026
- https://doi.org/10.1039/p19860002021
Abstract
The acylation of carbanions derived from N-(diphenylmethyl)arylmethanimines using aroyl chlorides, allows the preparation of a new type of substituted 2-azabuta-1,3-dienes in which the imino group is conjugated with an enol ester. The reaction is quite general and facilitates the preparation of a wide range of 2-azadienes with electron-donating and electron-withdrawing groups on the phenyl rings. The site selectivity for the attack of the electrophile on the aza-allyl anion can be controlled by the substituents on the carbanion and on the hardness of the electrophile.Keywords
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