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The Formation of Cycl[3.2.2]azine Derivatives via the Reaction of Pyrrocoline with Dimethyl Acetylenedicarboxylate

โœ Scribed by Galbraith, Andrew; Small, Theodore; Barnes, Roderick A.; Boekelheide, V.


Book ID
111649742
Publisher
American Chemical Society
Year
1961
Tongue
English
Weight
823 KB
Volume
83
Category
Article
ISSN
0002-7863

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The reaction of thioamides with DMAD gave the pyrrole derivatives in good yield and the thiophene derivatives as a byproduct. These were formed by 1,3-dipolar cycloaddition of themodynamicaly stable azomethine ylide or less stable thiocarbonyl ylide with DMAD, followed by elimination of thioaldehyde