Photochemical reactions of dimethyl acetylenedicarboxylate with benzene and naphthalene

E Grovenstein Jr, TC Campbell…

Index: Grovenstein,E. et al. Journal of Organic Chemistry, 1969 ,  vol. 34,  # 8  p. 2418 - 2428            

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Citation Number: 32

Abstract

The photochemical reaction of dimethyl acetylenedicarboxylate with benzene gives dimethyl cycloocta-1, 3, 5, 7-tetraene-1, 8-dicarboxylate. In contrast, photoreaction of dimethyl acetylenedicarboxylate with molten naphthalene gives dimethyl 1-naphthalenefumarate (VII), dimethyl 3, 4-benzotricyclo [3.3. 0.0.~~~] octa-3, 6-diene-6, 7-dicarboxylate (IX), dimethyl 2-naphthalenefumarate (X), and dimethyl trans-acenaphthene-1, 2-dicarboxy- ...