… of. alpha.-cyano carbonyl compounds by flash vacuum thermolysis of (alkylamino) methylene derivatives of Meldrum's acid. Evidence for facile 1, 3-shifts of alkylamino …

A Ben Cheikh, J Chuche, N Manisse…

Index: Cheikh, Abdelhamid Ben; Chuche, Josselin; Manisse, Noel; Pommelet, Jean Claude; Netsch, Klaus-Peter; et al. Journal of Organic Chemistry, 1991 , vol. 56, # 3 p. 970 - 975

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Citation Number: 57

Abstract

(Meldrum's acid derivatives) 13a-i are described. Thermolysis of 13a as well as of ethyl 3- (tert-butylamino) acrylate (22) gives a tautomeric mixture of cyanoacetaldehyde (14) and 3- hydroxypropenenitrile (15). Thermolysis of 13b gives iminoacrolein 26 and not cyanoacetone (29). Thermolysis of 13c, d gives S-methyl cyanothioacetate (30), and 13f-h give cyanoacetamides 31 in high yields. 2-Cyanopent-4-enoic acid derivatives 32 are ...