Alkyl thioether activation of the nitro displacement by alkanethiol anions. A useful process for the synthesis of poly [(alkylthio) benzenes]

P Cogolli, L Testaferri, M Tingoli…

Index: Cogolli,P. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 15 p. 2636 - 2642

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Citation Number: 58

Abstract

The reactions of 0-and p-dinitrobenzenes, 2, 4-dinitro-l-chlorobenzene, picryl chloride, and other simple halogenonitrobenzenes, with an excess of the sodium salt of the isopropanethiol, in HMPA, afforded the products of complete displacement of all the chloro and the nitro groups present in the molecule. These results indicated that the thioether function in the ortho or para positions activates the substitution of the nitro group by the ...