Journal of the Chemical Society. Chemical communications p. 1178 - 1179 (1981)
Update date:2022-07-30
Topics: Na2SO4 MeOH m.p. nucleophiles carboxamides mercuration reflux sodium hydroxide sodium borohydride organic layer
Barluenga, Jose
Jimenez, Carmen
Najera, Carmen
Yus, Miguel
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.
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