A number of N,N-dialhylarylmethylamiues including beasyldimethylamine (2), dimethylaminomethylferrocene (I), (3), N-(ferrocenylmethyl)piperidine (4), and N-(ferrocenylmethyl)pyrrolidine (4), have been shown to undergo specific 2-lithiation by n-butyl-lithium in ether-herane. Thus the amine (I) gave
Addition and lithiation reactions of N-(1-phenylalkylidene)anilines with lithium dialkylamides
β Scribed by Lucjan Strekowski; Steven Patterson; Marek T. Cegla; Roman L. Wydra; Agnieszka Czarny; Donald B. Harden
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 335 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
Lithium diisopropylamide undergoes an addition reaction to the methyleneamino moiety of the title Schiffs bases substituted with a cyano group at the ortho or parn position of the aniline, but mediates tautomerization of the unsubstituted and metasubstituted derivatives into secondary enamines.
Only the tautomerization is observed for lithium 2,2,6,6-tetramethylpiperidide-mediated reactions.
π SIMILAR VOLUMES
## Abstract The course of the reaction is highly dependent on the electronic nature of the diazoacetates.