Synthesis of novel N-hydroxy heterocycles via intramolecular reductive cyclization of diketoximes by NaBH3CN†
Muthupandi Nagaraj,Muthusamy Boominathan,Shanmugam Muthusubramanian,Nattamai Bhuvanesh
Organic & Biomolecular Chemistry Pub Date : 03/25/2011 00:00:00 , DOI:10.1039/C1OB05232B
Abstract

A simple and efficient protocol for the construction of substituted piperazines, piperidines, thiomorpholines, decahydroquinolines, perhydrocyclopenta[b]pyridine, and pyrrolidines bearing N-hydroxy substituents through intramolecular reductive cyclization of diketoximes using sodium cyanoborohydride is described.

Graphical abstract: Synthesis of novel N-hydroxy heterocycles via intramolecular reductive cyclization of diketoximes by NaBH3CN