𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Addition and lithiation reactions of N-(1-phenylalkylidene)anilines with lithium dialkylamides

✍ 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.

✦ 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.


πŸ“œ SIMILAR VOLUMES


Addition and metallation in the reaction
✍ D.J. Booth; B.W. Rockett πŸ“‚ Article πŸ“… 1967 πŸ› Elsevier Science 🌐 French βš– 196 KB

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