Abstract

δ-Functionalized α-nitrodienes are polyconjugated electron-deficient systems capable of vigorously reacting with nucleophilic reagents. The results of reactions of 1,4-dinitrodienes with aromatic amines and thiols are determined by nucleophilic attack at the middle or terminal carbon atom of the diene system [1, 2]. In the present communication we report the results of our study on reactions of 1-nitro-4-arylsulfonyldienes I and II with aromatic amines and of 1,4-dinitroand 1-nitro-4-sulfanyldienes III–V with N,S-binucleophiles. Products of addition of 2 equiv of aniline and ethanethiol to 1,4-dintrodienes [1, 2], as well as products of substitution by aromatic thiols, were reported previously.

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