A. G. Badamshin, L. V. Spirikhin, R. F. Salikov, V. A. Dokichev, Yu. V. Tomilov, “Lewis acid-catalyzed reactions of <i>N</i>-allylanilines with diazo compounds involving aza-Claisen rearrangement”, Mendeleev Commun., 2015, Volume 25, Issue 6,Pages <nobr>438

This article is cited in 3 papers

Communications

Lewis acid-catalyzed reactions of N-allylanilines with diazo compounds involving aza-Claisen rearrangement

A. G. Badamshin^ab, L. V. Spirikhin^b, R. F. Salikov^c, V. A. Dokichev^ab, Yu. V. Tomilov^c

^a Institute of Physics of Advanced Materials, Ufa State Aviation Technical University, Ufa, Russian Federation
^b Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation
^c N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: N-Allyl-N-methylanilines react with methyl diazoacetate or diazoacetone in the presence of Y, Sc or Sm triflates to give the corresponding methyl N-(2-allylaryl)-N-methylglycinates or 2-allyl-N-methyl-N-(2-oxopropyl)aniline. The formation of these compounds involves the aza-Claisen rearrangement.

Language: English

DOI: 10.1016/j.mencom.2015.11.013