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

โœ Scribed by Th. J. H. M. Cuppen; N. Berendsen; W. H. Laarhoven


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
385 KB
Volume
109
Category
Article
ISSN
0165-0513

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โœฆ Synopsis


Abstract

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


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