Photoreaktionen des 3-(2-Thienyl)-2,2-dimethyl-2H-azirins
✍ Scribed by Karl-Heinz Pfoertner; Reinhard Zell
- Publisher
- John Wiley and Sons
- Year
- 1980
- Tongue
- German
- Weight
- 524 KB
- Volume
- 63
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Synthesis and Photochemistry of 3‐(2‐Thienyl)‐2,2‐dimethyl‐2__H__‐azirine
The synthesis of 3‐(2‐thienyl)‐2,2‐dimethyl‐2 H‐azirine (1) is described. UV. irradiation of 1 in benzene solution generates the nitrile isopropylide 2 which reacts in a regiospecific manner with activated C, C and C, O double bonds to give 1‐pyrrolines and 3‐oxazolines, respectively. With chelidonic acid diethyl ester the cycloaddition of 2 to the C, C double bond is preferred.
📜 SIMILAR VOLUMES
**Reaction of 3‐Dimethylamino‐2,2‐dimethyl‐2__H__‐azirine with Phenyl Isothiocyanate** In contrast to the reactions of 3‐dimethylamino‐2,2‐dimethyl‐2__H__‐azirine (**1a**) with various isothiocyanates, leading to thiazoline derivatives, the reaction of **1a** with phenyl isothiocyanate at room temp
**Photoinduced Cycloadditions of 2,2‐Dimethyl‐3‐phenyl‐2__H__‐azirine with Nitriles and ‘push‐pull’ Olefines.** Electron deficient nitriles of the type **5a–e** in contrast to nonactivated nitriles undergo regiospecific [2+3]cycloadditions to benzonitrile isopropylide (**2b**), which was generated
**Reaction of 3‐Dimethylamino‐2,2‐dimethyl‐2__H__‐azirine with Barbituric Acid** The reaction of 3‐dimethylamino‐2,2‐dimethyl‐2__H__‐azirine **(1)** with barbituric acid **(4)** in dimethyl formamide at room temperature yields a mixture of several compounds. The two main products **5** and **6** ha
**Reaction Products from 3‐Dimethylamino‐2,2‐dimethyl‐2__H__‐azirine and Phthalohydrazide or Maleohydrazide** 3‐Dimethylamino‐2, 2‐dimethyl‐2H‐azirine **(1)** reacts in dimethylformamide at room temperature with the six‐membered cyclic hydrazides 2, 3‐dihydrophthalazin‐1, 4‐dione **(2)** and 1, 2‐d