An Efficient Synthesis ofN-Alkyl-N-arylputrescines and Cadaverines

N-Phenylputrescine (NPP): a natural product inspired amine donor for biocatalysis

“…NPP 9 can be synthesised through a simple two-step process from commodity chemicals; 37 alkylation of aniline with 4-chlorobutyronitrile followed by reduction with borane gives NPP free base 9 , as an oil, in 80% yield on a gram scale. Alternatively, the hydrochloride salt, which is an easy to handle solid, can be similarly accessed in >80% yield in >25 g batches.…”

Novel Pathway for the Synthesis of 20-Deethyltubifolidine

“…For this aim, we used 2-(2,3,4,9tetrahydro-1H-carbazol-2-yl) acetonitrile (1) as a starting material, which was synthesized according to the literature via the Fischer-indol method [39,40], succeeding the synthetic sequence represented in Scheme 1. In this way, the reduction of 1 with BH3.THF to compound 2 (88% yield) was pursued by treatment of TCB, leading to the procreation of the structure 3 [41]. At this point, the efficient construction of the cyclization substrates was essential to reach to our synthetic plan successfully.…”