The reaction of cycloalkanones with hexamethylphosphoric triamide. an unusual route to 1,2,3,4,5,6,7,8-octahydroacridines.

CeZSM-5—a designer's catalyst for selective synthesis of octahydroacridine

“…Octahydroacridine and its derivatives are of great interest as they play an important role in the preparation of alkaloids, dyes, drugs and other biologically active compounds with intriguing pharmacological and therapeutic properties. [1][2][3] Conventional methods so far reported in literature [4][5][6] for the synthesis of octahydroacridines are multistep, homogeneous and require tedious work-up procedures. The present investigation brings out a unique, ecofriendly and simple method for the synthesis of OHA for the first time using the low cost raw materials cyclohexanone, formaldehyde and ammonia.…”

The Beckmann Rearrangement on Ketoximes Initiated by Hexamethylphosphoric Triamide

“…Hexamethylphosphoric triamide (HMPT), in addition to its well known uses as a reaction med~um (11, shows promise of becoming a useful reagent in several dehydration and substitution reactions (2,3). Continuing our studies on the uses of this versatile reagent, we now report that the Beckmann rearrangement of ketoximes can be successfully carried out in HMPT.…”