Tetrahydrofuranylmethylamines: An efficient and simple one‐step synthesis and biological activities

Abstract

Various tetrahydrofuran‐2‐ylmethylamines have been prepared in good yields by an efficient one‐step synthesis utilizing the reaction of tetrahydrofurfurylchloride with different secondary cyclic amines without any catalyst. The compounds were tested for their in vitro affinity for the (α4)2(β2)3 and α7* nicotinic acetylcholine receptor (nAChR) subtypes. Pyrrolidine, piperidine and azepane containing analogs (1a, 1b, 1c) showed Ki values in the lower micromolar range for these neuronal nAChR subtypes in rat brain.

Trimethylsilyldiazomethane as a Versatile Stitching Agent for the Introduction of Aziridines into Functionalized Organic Molecules

“…Tetrahydrofurylamines are widely used in the synthesis of various medical agents such as ion channel modulators, enzyme inhibitors, analgesics, antibiotics and neuotropics, anticarcinogenic drugs, and antifungal agents . This type of compounds are also of particular interest with regard to ligands for asymmetric alkylation .…”