The addition of toluene-p-sulphonamide to olefins in the presence of anhydrous mercury(II) nitrate and subsequent sodium borohydride reduction leads to the corresponding N-alkyl-sulphonamides; the use of 1, 4- and 1,5-dienes yields saturated nitrogen-containing heterocycles, the synthesis of tosylated pyrrolidine being a stereoselective reaction.
J. Barluenga, C. Jiménez, C. Nájera and M. Yus, J. Chem. Soc., Chem. Commun., 1981, 1178 DOI: 10.1039/C39810001178
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