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

Abstract

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