Der Tetracyclus (I) reagiert mit N‐Chlorsuccinimid (NCS) zu den Chlorhydrinen (II) und (III), die über das α‐Epoxid (IV) in das Östrogen‐Analoge (V) übergeführt werden.

No abstract

The base‐catalyzed condensation of an imidazole‐4,5‐dicarboxaldehyde, 1, with sulfides (ZCH2)2S (Z = an electronegative group) is shown to constitute a general route to 5,6‐disubstituted benzimidazoles. In one case, a sulfoxide, (CH3OOCCH2)2SO, behaves similarly. Sulfones (ZCH2)2SO2 bring about the transformation of 1 into imidazo[4,5‐d]thiepin‐6,6‐dioxides; these are stable compounds, losing SO2 only at elevated temperatures with formation of benzimidazoles. The general applicability of this benzoannelation route is further illustrated by the conversion of furan‐2,3‐dialdehyde, 9, to benzo[b]furan, 10.

No abstract

The y-effects of sulphur on "C NMR chemical shifts have been measured in a series of steroidal compounds containing thethiopheneringindifierent configurationswithrespectto therest of themolecule.Thedataconstitute the first example of downfield effects exerted by sulphur on both gauche and antiperiplanar y-carbons. The y-gauche effect of sulphur amounts to 1.6-1.8 ppm, the y-antiperiplanar effect from practically zero to almost 1 PPm*