6‐Amino‐fulvene. 3. Mtt. über heterosubstituierte Fulvene

Hartke, Klaus; Sepúlveda, Luis

doi:10.1002/ardp.19673000108

Archiv der Pharmazie

1967

DOI: 10.1002/ardp.19673000108

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6‐Amino‐fulvene. 3. Mtt. über heterosubstituierte Fulvene

Klaus Hartke

Luis Sepúlveda

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1978

2011

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Cited by 2 publications

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Heterosubstituierte Fulvene, 11. Mitt. Cyanvinyl‐fulvene und Cyan‐azavinyl‐fulvene

Schlingensief

Hartke

1978

Archiv der Pharmazie

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Die Cyanvinyl-cyclopentadiene 1 kondensieren mit den Saureamidacetalen 4 zu den Cyanvinylfulvenen 5a-e, die Cyan-azavinyl-cyclopentadiene 7 zu den Cyan-azavinyl-fulvenen 8a-b. Die Natrium-oder Thalliumsalze von 1 bilden mit schwefelhaltigen Kohlensaurederivaten die Cyanvinyl-fulvene 10a-d und lla-b. Mit Ausnahme von lla/l steht die Cyanvi yl bzw. Cyan-azation um die C(6)-N-Bindung einiger Fulvene wurde uber die ' H-NMR-Messung der Koaleszenztemperatur ermittelt. 8a l&t sich zu 15 thallieren und mit Kaliumjodid in das 3-Jod-fulven 16 uberfuhren.Heterosubstituted Fulvenes, XI:The (cyanoviny1)cyclopentadienes 1 condense with amide acetales to form the (cyanovinyl) fulvenes 5a-e, the (cyanoazaviny1)cyclopentadienes 7 give the (cyanoazaviny1)fulvenes 8a-b. The sodium or thallium salts of 1 react with sulfur containing derivatives of carbonic acid t o yield the (cyanoviny1)fulvenes 10a-d and 1 la-b. According to 'H-NMR spectra the cyanovinyl or cyanoazavinyl groups occupy position 2 of the fulvene ring with the exception of 1 l a / l . The AG* value for rotation around the C(6)-N bond has been determined for some fulvenes on the basis of the coalescence temperature. Compound 8a reacts with thallium acetate to form 15, which is'converted to the 3-iodofulvene 16 by potassium iodide.vinylgruppe laut 'H-NMRSpektren stets in 2-Stellung des Fulvens. Der AG $ -

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Heterosubstituierte Fulvene, 11. Mitt. Cyanvinyl‐fulvene und Cyan‐azavinyl‐fulvene

Schlingensief

Hartke

1978

Archiv der Pharmazie

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2-halogen-substituted pyridinium-N-phenacylides and their cycloiminium and acyclic analogs: 1. Synthesis of the parent salts, their betaine-ylides, and oxazolium analogs

Бабаев

2011

Ref. J. Chem.

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6‐Amino‐fulvene. 3. Mtt. über heterosubstituierte Fulvene

Cited by 2 publications

References 15 publications

Heterosubstituierte Fulvene, 11. Mitt. Cyanvinyl‐fulvene und Cyan‐azavinyl‐fulvene

Heterosubstituierte Fulvene, 11. Mitt. Cyanvinyl‐fulvene und Cyan‐azavinyl‐fulvene

2-halogen-substituted pyridinium-N-phenacylides and their cycloiminium and acyclic analogs: 1. Synthesis of the parent salts, their betaine-ylides, and oxazolium analogs

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