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✦ LIBER ✦
Synthesis of Spiro[indoline-3,2′(3′H)-[1,3,4]thiadiazoline]-2-ones by Acetylation of Isatin-β-thiosemicarbazones
✍ Scribed by Somogyi, László
- Publisher
- John Wiley and Sons
- Year
- 1993
- Tongue
- English
- Weight
- 346 KB
- Volume
- 1993
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Abstract
The synthesis of spiro[indoline‐3,2′(3′H)‐[1,3,4]thiadiazoline]‐2‐ones 2a–g by cyclization of isatin‐β‐thiosemicarbazones 1a–f is reported. The structure determination of 2a–g by IR, ^1^H‐ and ^13^C‐NMR measurements is also described.
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## Abstract magnified image Under acetylating conditions __racemic__ thioflavanone thiosemicarbazones cyclize into __racemic__ 3‐acetyl‐spiro[1,3,4‐thiadiazoline‐2,4′‐thioflavans] and a __racemic__ 3‐acetylspiro[1,3,4‐oxadiazoline‐2,4′‐thioflavan] with __trans__ O(1) or S(1) and Ph(2′~eq~). Hinder
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