Figure 5: Reactions of various benzylamines with pentane-1-ol and diols.
From: Iron catalysed direct alkylation of amines with alcohols
(a) General reaction conditions. (b) Reactions of various benzyl-amines with pentanol. Benzyl-amines bearing electron-withdrawing substituents in the meta position were highly reactive, for example, for 8ca, 8da and 8ea, no dialkylated amine or imine were observed. Benzyl amines 7a and 7g were less reactive, with these substrates small amounts of dialkylated and imine products were also observed. (c) Construction of 5-, 6- or 7-membered N-heterocyclic rings using benzylamines 7b, 7c, 7d and 7e and butane-1,4-diol (2m), pentane-1,5-diol (2l) or hexane-1,6-diol (2k).
