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A Novel Synthesis of 2,3-Dihydro-1H-thieno[3,4-b]pyrroles via Ring Transformation of Cyclic Sulfonium Ylides by Titanium(IV) Chloride—Triethylamine System.

✍ Scribed by Hiroshi Maruoka; Kenji Yamagata; Fumi Okabe; Yukihiko Tomioka


Publisher
John Wiley and Sons
Year
2005
Weight
21 KB
Volume
36
Category
Article
ISSN
0931-7597

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Abstract

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A novel synthesis of 2,3-dihydro-1H-thie
✍ Hiroshi Maruoka; Kenji Yamagata; Fumi Okabe; Yukihiko Tomioka 📂 Article 📅 2005 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 89 KB

A series of cyclic sulfonium ylides 4a-h reacted with titanium(IV) chloride in the presence of triethylamine to give the corresponding fused 2,3-dihydro-1H-thieno [3,4-b]pyrroles 5a-h, via a ring opening and recyclization. In contrast, treatment of compounds 4a, 4b, 4e and 4f with titanium(IV) chlor