Carbenoid rearrangement in the series of substituted gem-dibromospiropentanes

KN Sedenkova, EB Averina, YK Grishin…

Index: Sedenkova; Averina; Grishin; Kuznetsova; Zefirov Russian Journal of Organic Chemistry, 2008 , vol. 44, # 7 p. 950 - 957

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Citation Number: 4

Abstract

Abstract A series of new substituted gem-dibromospiropentanes was studied in a reaction with methyllithium at− 55...− 50° C. This reaction is a carbenoid rearrangement that leads to the formation of monomeric and dimeric bromocyclobutenes and also to the products of cyclobutylidene insertion into a CH bond of the solvent depending on the character of substituents in the dibromospiropentane fragment.