title: Synthesis of novel N-hydroxy heterocycles via intramolecular reductive cyclization of diketoximes by NaBH3CN.
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.
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai, 625 021, India.
authors.forename: Muthupandi
authors.initials: M
authors.lastname: Nagaraj
authors.forename: Muthusamy
authors.initials: M
authors.lastname: Boominathan
authors.forename: Shanmugam
authors.initials: S
authors.lastname: Muthusubramanian
authors.forename: Nattamai
authors.initials: N
authors.lastname: Bhuvanesh
mesh_terms: D001894:Borohydrides / Q000737:chemistry; D002626:Chemistry, Pharmaceutical; D003500:Cyclization; D015394:Molecular Structure; D009025:Morpholines / Q000138:chemical synthesis*; D010091:Oximes / Q000737:chemistry; D010879:Piperazines / Q000138:chemical synthesis*; D010880:Piperidines / Q000138:chemical synthesis*; D011725:Pyridines / Q000138:chemical synthesis*; D011759:Pyrrolidines / Q000138:chemical synthesis*; D011804:Quinolines / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D001894:Borohydrides; D009025:Morpholines; D010091:Oximes; D010879:Piperazines; D010880:Piperidines; D011725:Pyridines; D011759:Pyrrolidines; D011804:Quinolines; C028971:thiamorpholine; C037920:decahydroquinoline-5-carboxylic acid; C009282:sodium cyanoborohydride