Abstract

Abstract5‐Acetyl‐3‐cyano‐6‐methyl‐4‐(2‐phenylethenyl)pyridine‐2(1H)‐thione (2) was synthesized by interaction of cinnamylidene‐2‐cyanothioacetamide 1 and acetylacetone or via one‐pot reaction of E‐cinnamaldehyde, 2‐cyanothioacetamide, and acetylacetone. Reaction of 2 with ethyl iodide (3a) or N‐chloroacetyl derivative of aromatic amines 3b–e in boiling ethanol containing sodium ethoxide gave the corresponding thioether 4a and 5‐acetyl‐3‐amino‐2‐(N‐arylcarbamoyl)‐6‐methyl‐4‐(2‐phenylethenyl)thieno[2,3‐b]pyridines 5b–e, respectively. Compound 5e was reacted with 2,5‐dimethoxytetrahydrofuran or triethyl orthoformate to furnish pyrrolylthienopyyridine 6 or pyrdiothienopyrimidinone 7, respectively. The photophysical properties of 5b, 5c, 5e, and 7 were fully studied and the obtained results included herein. The fluorescence data confirmed that compounds 5b, 5c, 5e, and 7 exhibit aggregation‐induced emission behavior with high absolute quantum yields.

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