**Addition Reactions of 2‐Amino‐1‐azetines with Cyclopropenones; Formation of Azepine Derivatives by Ring Expansion Reactions** The reaction of 2‐amino‐1‐azetines of type **6** with 2,3‐diphenylcyclopropenone (**1a**) in acetonitrile leads to azetol[1,2‐α]pyrroles (__cf.__ **7** and **9**, __Scheme
Additionsreaktionen von 2-Thiazolin-5-thionen mit Acetylenen Vorläufige Mitteilung
✍ Scribed by Christjohannes Jenny; Daniel Obrecht; Heinz Heirngartner
- Publisher
- John Wiley and Sons
- Year
- 1982
- Tongue
- German
- Weight
- 174 KB
- Volume
- 65
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Addition Reactions of 2‐Thiazolin‐5‐thiones with Acetylenes
The reaction of the 2‐thiazolin‐5‐thiones 1 and 5, respectively, with acetylen carboxylates yields mainly 1, 4‐dithiafulvenes of type 3. In the presence of the acetylenic compounds, the 1, 4‐dithiafulvenes undergo an isomerization to give the corresponding 2, 3‐dihydrothiophene‐2‐thiones 4.
📜 SIMILAR VOLUMES
**Reaction of 3‐Amino‐2__H__‐azirines with Diphenylcyclopropenethione** 3‐Dimethylamino‐2__H__‐azirines (**4a**, **4b**) react with diphenylcyclopropenethione (**8**) to give 4(3 __H__)‐pyridinethione derivatives of type **10** __(Scheme 3)__. The reaction mechanism for the formation of **10** is g
## Abstract Irradiation of 2‐methyl‐ (**1c**) and __2,2__‐dimethyl‐3‐phenyl‐__2H__‐azirine (**1d**) in benzene solution in the presence of carbon dioxide yields __2__‐methyl‐4‐phenyl‐ (**3c**) and __2,2__‐dimethyl‐4‐phenyl‐3‐oxazolin‐5‐one (**3d**), respectively. Similar cycloadducts are observed (
## Abstract Irradiation of 2‐methyl‐ (**1a**), 2,2‐dimethyl‐ (**1b**) and 2,3‐diphenyl‐2__H__‐azirine (**1c**) in the presence of diethyl mesoxalate yields the corresponding 4‐phenyl‐5,5‐diethoxycarbonyl‐3‐ oxazolines **3a–c**. Similar cycloadducts are observed (cf. **6**) by irradiation of **1b**
## Abstract 3‐Chloro‐2‐pyrrolidinocyclohexene (**3**) in the presence of silver tetrafluoroborate in methylene chloride at −60° underwent cycloadditions with various 1,3‐dienes; the resulting iminium tetrafluoroborate salts **4a–8a** were hydrolysed to give the bicyclic and tricyclic ketones **4b–8
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