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Kondensierte 1.2-Dithiole, I. Synthese von Thiolutin und verwandten Verbindungen

✍ Scribed by Stachel, Hans-Dietrich ;Nienaber, Juliane ;Zoukas, Thomas

Book ID
102900932
Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
965 KB
Volume
1992
Category
Article
ISSN
0947-3440

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✦ Synopsis

Ring‐Fused 1,2‐Dithioles, I. — Synthesis of Thiolutine and Related Compounds

The 1,2‐dithiolopyrrole 1 (thiolutine) has been obtained on two different routes. Firstly, by synthesis of the dithiolopyrrole 6a and introduction of the acetamino function into compound 6d by nitration followed by ester saponification and decarboxylation. 6d is also available from 9k by oxidative ring contraction which occurs with simultaneous dealkylation of the benzylamino group. Secondly, by synthesis of the dithiinopyrrole 15b and introduction of the acetamino function into compound 15g by Beckmann rearrangement followed by ring contraction.

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