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Unexpected formation of novel pyrrole derivatives by the reaction of thioamide with dimethyl acetylenedicarboxylate

✍ Scribed by Hirofumi Nakano; Tomoaki Ishibashi; Toshihiko Sawada

Book ID
104253658
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
143 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 or imine derivatives.

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