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 ...

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4-methyl-1,2-dihydronaphthalene Structure

4373-13-1

4-methyl-1,2-di...

~4%

1-Methylene-1,2,3,4-tetrahydronaphthalene Structure

25108-63-8

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112899-21-5

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129113-14-0

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3-phenyl-1-cyclohexene Structure

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1-phenyl-N-propylcyclohexan-1-amine Structure

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endo-6-phenylbe...

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529-34-0

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2717-44-4

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7469-40-1

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1-PHENYLNAPHTHALENE Structure

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1-phenyl-1,2,3,4-tetrahydronaphthalene Structure

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13387-49-0

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1,2-dihydro-1-phenylnaphthalene Structure

16606-46-5

1,2-dihydro-1-p...

~12%

1-PHENYLNAPHTHALENE Structure

605-02-7

1-PHENYLNAPHTHALENE

1-phenyl-1,2,3,4-tetrahydronaphthalene Structure

3018-20-0

1-phenyl-1,2,3,...

1-phenyl-1,4-dihydronaphthalene Structure

13387-49-0

1-phenyl-1,4-di...

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Naphthalene,1,2-dihydro-4-phenyl Structure

7469-40-1

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~9%

1-PHENYLNAPHTHALENE Structure

605-02-7

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1-phenyl-1,2,3,4-tetrahydronaphthalene Structure

3018-20-0

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13387-49-0

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16606-46-5

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605-02-7

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1-phenyl-1,2,3,4-tetrahydronaphthalene Structure

3018-20-0

1-phenyl-1,2,3,...

1-phenyl-1,4-dihydronaphthalene Structure

13387-49-0

1-phenyl-1,4-di...

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2–benzyl–1,2,3,4–tetrahydronaphthalen–1–ol Structure

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~%

Naphthalene,2-(phenylmethyl) Structure

613-59-2

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Benzaldehyde Structure

100-52-7

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~%

Naphthalene,2-(phenylmethyl) Structure

613-59-2

Naphthalene,2-(...

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6261-32-1

2-BENZYLIDENE-1...

~%

Naphthalene,2-(phenylmethyl) Structure

613-59-2

Naphthalene,2-(...

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529-34-0

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~%

Naphthalene,2-(phenylmethyl) Structure

613-59-2

Naphthalene,2-(...

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