The photochemical rearrangement of 1, 2??dihydronaphthalenes into 1, 4??dihydronaphthalenes induced by amines

…, N Berendsen, WH Laarhoven

Index: Cuppen, Th. J. H. M.; Berendsen, N.; Laarhoven, W. H. Recueil des Travaux Chimiques des Pays-Bas, 1990 , vol. 109, # 3 p. 168 - 171

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Abstract

Abstract The synthetic usefulness of the deprotonation/protonation reaction of excited 1, 2- dihydronaphthalenes into 1, 4-dihydronaphthalenes induced by amines has been investigated using 13 different substituted 1, 2-dihydronaphthalenes and related compounds. The yield of the rearrangement ranges from 5 to 96%. The formation of side- products depends on the position of protons in the substrate, which can be abstracted by ...

~4%

~5%

Detail

~43%

~46%

~1%

Detail

~20%

~66%

~46%

Detail

~52%

~12%

~9%

~16%

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