Synthesis and Crystal Structure of New Pyridyl Derivative

Abstract

A pyridyl derivative with four stereo centers has been prepared by an efficient synthetic method based on a solvent-free reaction. The structure was characterized by elemental analyses, IR, 1 H NMR, mass spectra and single crystal X-ray diffraction. The crystal structure shows that the cyclohexyl group is a chair conformation and three intramolecular hydrogen bonds generate the trimer.

Synthesis of Terpyridines: Simple Reactions—What Could Possibly Go Wrong?

“…Although less commonly observed than the 3:2 condensation products, compounds of this type, arising from the aldol condensation of an intermediate pentane-1,5-dione with a third equivalent of ketone, have been isolated with a variety of substituents [32,60,68,69,70,71,72,73]. The relative stereochemistry in 10 , originally proposed on the basis of NMR studies [58], has been crystallographically confirmed [32,69,70,72]. Sequential reaction of the benzaldehyde derivative with two different ketones, Ar 1 COCH 3 and Ar 2 COCH 3 allows the synthesis of compounds 11 via the addition of Ar 2 COCH 3 to the intermediate enone Ar 1 COCH=CHAr.…”