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A novel route to the 5,6-dihydro-4-H-thieno[3,2-b]pyrrol-5-one ring system involving an intermediate substituted-thiophene synthesis

✍ Scribed by Shuanghua Hu; Yazhong Huang; Michael A. Poss; Robert G. Gentles


Publisher
Journal of Heterocyclic Chemistry
Year
2005
Tongue
English
Weight
95 KB
Volume
42
Category
Article
ISSN
0022-152X

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✦ Synopsis


A novel route to electron-deficient thienopyrrolones is disclosed. The target heterocycles are concisely constructed by condensation of activated αor β-halo-substituted acrylonitriles, or ortho-substituted halo, cyano heterocycles with mercaptopyruvate, followed by reduction and subsequent lactamization.


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A convenient synthesis of the novel 5H-t
✍ Anura P. Dantanarayana; Brian Dupre; Jesse A. May; Vincent M. Lynch 📂 Article 📅 1999 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 763 KB

## Abstract 3‐(Methoxymethoxymethyl)‐2‐thiophenesulfonamides and 3‐hydroxymethyl‐__N__‐methoxymethyl‐2‐thiophenesulfonamides have been shown to undergo cyclization when treated under anhydrous acidic conditions to provide the novel 2,3‐dihydro‐5__H__‐thieno[2,3‐__e__]‐4,1,2‐oxathiazepine ring syste