29494-21-1Relevant articles and documents
Methoxycarbonyl migration in 3-methylene-1,4-cyclohexadienes. An extension of the von Auwers rearrangement This article is dedicated to Professor Neil Garg, recipient of the 2015 Tetrahedron Young Investigator award
Boumediene, Mehdi,Guignard, Rapha?l F.,Zard, Samir Z.
, p. 3678 - 3686 (2016/06/06)
Upon heating, 3-methylene-1,4-cyclohexadienes possessing an alkoxycarbonyl substituent in position 6 undergo rearrangement and concomitant aromatization to give the corresponding arylacetates. This transformation represents a modification of the von Auwers rearrangement and proceeds by a radical chain mechanism. The intermediate alkoxycarbonyl radical can be intercepted allowing further useful synthetic variations.