(E)-3-(Benzo [d][1, 3] dioxol-5-yl)-2-cyanoacryloyl chloride was reacted with nucleophilic reagents containing nitrogen and sulfur to give new acryloyl amides, imides, thioesters, and heterocyclic systems. Some of these products showed moderate activities against antibacterial and antifungal agents. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related ...