Thermal fragmentation of. beta.-haloesters via chain halogenolysis-decarboxylation-elimination

G Jones, ME Fantina, AH Pachtman

Index: Jones,G. et al. Journal of Organic Chemistry, 1976 , vol. 41, p. 329 - 333

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Citation Number: 5

Abstract

Solution pyrolysis (240) of dimethyl 1, 2-dibromocyclobutane-1, 2-dicarboxylate gives COz and methyl bromide (2 mol) in good yield in lieu of cracking or geometrical isomerization. According to their behavior under pyrolysis conditions, methyl 3-bromocyclobutene-2- carboxylate and methyl 3-bromobutadiene-2-carboxylate are permissible intermediates in the cyclobutane decomposition. Elimination-debromocarbomethoxylation of 0-halo esters ...