THIATION REACTIONS. III. THIATION OF CERTAIN DICARBONYL COMPOUNDS

Abstract

Abstract 1,3,2,4-Dithiadiphosphitane-2,4-bis(4-methoxyphenyl)-2,4-disulfide (1) reacts with acenaphthenequinone (2) to give acenaphthenenone-2-thione (3). Compound 1 also reacts with isatins (6a, 6b) to yield isoindigotine (7a) and dimethylisoindigotine (7b) respectively. Isoindigotine upon reacting with 1 gives [δ3,5-biindoline]-2,2′-dithione (8). Thiation of anthraquinone (9) with 1 leads to the formation of 10-monothioanthraquinone (10). [δ9,9′(10H,10′H)-Bianthracene]-10,10′-dithione (11) is obtained via thiation of 10-diazoanthraquinone (12) or bianthraquinone (13) with 1. Structural assignment are based on analytical, chemical and spectroscopic evidence.