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Counterattack reagent: Hexamethyldisilathiane in the conversion of nitro compounds into nitriles
Journal article   Peer reviewed

Counterattack reagent: Hexamethyldisilathiane in the conversion of nitro compounds into nitriles

Shwu-Chen Tsay, Paul Gani and Jih Ru Hwu
Journal of the Chemical Society, Perkin Transactions 1, (6), pp.1493-1495
1991

Abstract

Various primary nitro compounds have been treated with KH in tetrahydrofuran and then with Me 3 SiSSiMe 3 to give potassium thiohydroxamates. These salts were neutralized by an acid and then desulphurized by light to afford nitriles in 78-87% yields. In these reactions, Me 3 SiSSiMe 3 acted as a 'counterattack reagent'.

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