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Flash Pyrolysis of 4‐Arylmethylidene‐oxazolones and ‐isoxazolones. A Versatile Synthesis of Arylacetylenes. Preliminary communication
Author(s) -
Wentrup Curt,
Reichen Werner
Publication year - 1976
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19760590738
Subject(s) - chemistry , pyrolysis , flash vacuum pyrolysis , benzene , biphenyl , alkoxy group , acetonitrile , flash (photography) , oxazolone , organic chemistry , medicinal chemistry , photochemistry , alkyl , art , visual arts
Flash pyrolysis of 4‐benzylidene‐2‐phenyl‐5(4 H )‐oxazolone ( 1 ) yields carbonmonoxide, benzene, biphenyl, diphenylacetonitrile, and 2,3‐diphenylsuccinonitrile; N‐benzoylphenylketenimine is implicated as the primary intermediate. The flash pyrolysis of 4‐arylmethylidene‐3‐methyl‐5(4 H )‐isoxazolones ( 3 ) yields carbon dioxide, acetonitrile, and phenylacetylenes substituted by alkoxy, chloro, dimethylamino, and hydroxy groups, in yields of 45–95%. Arylmethylidenecarbenes are implicated as intermediates.