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Reaction of Δ3-pyrrolines with dimethyl acetylenedicarboxylate. A novel pyrrole forming rearrangement

✍ Scribed by Ronald Grigg; H.Q.Nimal Gunaratne; James Kemp

Book ID
104242349
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
165 KB
Volume
25
Category
Article
ISSN
0040-4039

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Unexpected formation of novel pyrrole de
Unexpected formation of novel pyrrole derivatives by the reaction of thioamide with dimethyl acetylenedicarboxylate
✍ Hirofumi Nakano; Tomoaki Ishibashi; Toshihiko Sawada 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 143 KB

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