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Synthesis of 3,4-dihydro-2h-thiopyrans by the reaction of 4,5-dihydrothiophenium-1-bis[ethoxy(and methoxy)carbonyl]methylides with sodium iodide

✍ Scribed by Hiroshi Maruoka; Kenji Yamagata; Motoyoshi Yamazaki

Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
32 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Sulfonium ylides 1a‐h reacted with sodium iodide to afford the corresponding thiopyrans 2a‐h. On the other hand, compounds 1a‐d were treated with thionyl chloride to give the ring opening products 3a‐d. The reaction of compounds 3a‐d with sodium iodide and triethylamine provided the corresponding thiopyrans 2a‐d.

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of 3,4-Di
ChemInform Abstract: Synthesis of 3,4-Dihydro-2H-thiopyrans by the Reaction of 4,5-Dihydrothiophenium-1-bis[ethoxy(and methoxy)carbonyl]methylides with Sodium Iodide.
✍ Hiroshi Maruoka; Kenji Yamagata; Motoyoshi Yamazaki 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

Synthesis of 1,4-Oxathiocines and Thiopy
Synthesis of 1,4-Oxathiocines and Thiopyrans by the Reaction of 2-Amino-4,5-dihydro-3-thiophenecarbonitriles with Ethyl Diazoacetoacetate
✍ Yamagata, Kenji ;Akizuki, Keiko ;Yamazaki, Motoyoshi 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 English

## Abstract The reaction of 4,5‐dihydro‐2‐(4‐morpholinyl)‐ or ‐2‐(1‐piperidinyl)‐ or ‐2‐(1‐pyrrolidinyl)‐3‐thiophenecarbonitriles 1a–i with ethyl diazoacetoacetate in the presence of rhodium (II) acetate dimer gave the corresponding ethyl 1,4‐oxathiocine‐3‐carboxylates 2a–f, h and acetyl(dihydro‐1‐