74143-80-9Relevant articles and documents
Thermolysis of Polyazapentadienes. Part 11. Concerted and Free Radical Mechanisms in 2-Aza Enone and 2-Aza Enthione Pyrolyses: Crystal and Molecular Structures of 3-Dimethylamino-1-p-tolyl-2-azaprop-2-en-1-one and 3-Dimethylamino-1-phenyl-2-azaprop-2-ene-1-thione
Blake, Alexander J.,McNab, Hamish,Murray, M. Elizabeth-Ann
, p. 589 - 595 (1989)
Flash vacuum pyrolysis of the dimethylamino-azapropenones (7)-(9) and -azapropenethione (12) gives nitriles and amides (or thioamide) in yields of ca. 30percent by an electrocyclisation-ring cleavage mechanism.This is a minor pathway for the triarylazapropenones (14) and (15) for which homolytic cleavage of the C-N bond gives rise to the major products.The X-ray crystal structures of (10) and (12) show that the conjugated systems are almost planar in the s-Z conformation, as required for the electrocyclic ring closure.
A Facile Method for the Synthesis of Substituted N-Methylenecarboxamides and Alkyl N-Methylenecarbamates
Kupfer, Rainer,Meier, Stefan,Wuerthwein, Ernst-Ulrich
, p. 688 - 690 (2007/10/02)
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