Synthetische untersuchungen zum reaktionsverhalten von 2‐phenyl‐5‐oxo‐5 H ‐naphtho[1,8‐ bc ] thiophen — thia‐pseudophenalenon | Zendy

Neidlein R. | Zendy; Kraemer A. D. | Zendy

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Synthetische untersuchungen zum reaktionsverhalten von 2‐phenyl‐5‐oxo‐5 H ‐naphtho[1,8‐ bc ] thiophen — thia‐pseudophenalenon

Author(s) -

Neidlein R.,

Kraemer A. D.

Publication year - 1977

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570140815

Subject(s) - chemistry , phenylisocyanate , medicinal chemistry , thiophene , reactivity (psychology) , anhydrous , sulfonyl , lewis acids and bases , organic chemistry , catalysis , alkyl , medicine , alternative medicine , pathology

The reactivity of 2‐phenyl‐5‐oxo‐5 H ‐naphtho[1,8‐ bc ]thiophene ( 1 ) with the N ‐sulfonyl‐heterokumulenes ( 2a‐2c, 2d‐2e. 2f‐2k ) was of interest. We obtained the N ‐sulfonylimino‐pseudophenalenones ( 5a‐5k ). Phenylisocyanate and m ‐chlorophenylisocyanate reacted with 1 only in the presence of the Lewis acid anhydrous aluminum chloride to give the derivatives 6a and 6b . From diphenylketene ( 7 ) and 1 we obtained the pseudophenafulvene 8 , and from the fluorenketene ( 9 ) and 1 we obtained the pentapseudophenafulvalene 10 .

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