Synthesis of spiro oxirane derivatives of the decahydroquinoline series

Ukhova, L. I.; Kukso, G. P.; Tokareva, V. A.; Заикин, В. Г.

doi:10.1007/bf00513291

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Synthetic Efforts To Obtain Dihydrospiro-4(1h)quinolines Fro1

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2005

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“…It was established that trans-1-alkyl-2,2-dimethyl-4-hydroxy-4-oxiranyldecahydroquinolines 124 in the presence of sodium hydroxide or barium hydroxide, and thiourea undergo an isomerization through a migration of the epoxy ring to give the corresponding spiro[oxirane-2',4-quinoline] derivatives 125 [137,138] (Scheme 46).…”

Section: Synthetic Efforts To Obtain Dihydrospiro-4(1h)quinolines Fromentioning

confidence: 99%

Quinolines spiro annulated at heterocyclic fragment: Synthesis and properties

Kouznetsov

2005

Journal of Heterocyclic Chemistry

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Chemical information of the quinolines spiro annulated at heterocyclic fragment with cycloalkanes or heterocycles is reviewed. Synthetic approaches to three possible spiro-2(1H)-, spiro-3(4H)-and spiro-4(1H)quinoline core derivatives are analysed. Their syntheses are divided into three groups: a) chemical transformations of the substituted quinoline ring, b) construction of spiro structure from the alicyclic precursors, mainly, amine derivatives or imines preformed from cyclic ketones; c) rearrangements of more complex heterocycles leading to the spiro quinolines. Special attention is paid to spiro quinolines that display pharmacological properties. Synthetic routes to the discorhabdin alkaloids are also briefly discussed on in this review.

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Section: Synthetic Efforts To Obtain Dihydrospiro-4(1h)quinolines Fromentioning

confidence: 99%

Quinolines spiro annulated at heterocyclic fragment: Synthesis and properties

Kouznetsov

2005

Journal of Heterocyclic Chemistry

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Synthesis of spiro oxirane derivatives of the decahydroquinoline series

Cited by 1 publication

References 4 publications

Quinolines spiro annulated at heterocyclic fragment: Synthesis and properties

Quinolines spiro annulated at heterocyclic fragment: Synthesis and properties

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