title: Conversion of carbamates to amidosulfones and amides. Synthesis of the [14C]-labeled antiobesity agent Ro23-7637.
abstract: [reaction: see text] Carbamates of primary and secondary amines react with the dianion of methyl phenyl sulfone to yield amidosulfones. Alylation of the amidosulfone followed by reductive removal of the sulfonyl residue gives an amide.
authors: Department of Chemistry, Oregon State University, Corvallis 97331-4003, USA. james.white@orst.edu
authors: James D
authors: JD
authors: White
authors: Paul R
authors: PR
authors: Blakemore
authors: Selena
authors: S
authors: Milicevic
authors: Satish C
authors: SC
authors: Choudhry
authors: Joseph
authors: J
authors: Cupano
authors: Lucia
authors: L
authors: Serico
mesh_terms: D000478:Alkylation; D000577:Amides / Q000737:chemistry; D019440:Anti-Obesity Agents / Q000138:chemical synthesis*; D002219:Carbamates / Q000138:chemical synthesis*; D002250:Carbon Radioisotopes / Q000737:chemistry; D007202:Indicators and Reagents; D007553:Isotope Labeling; D010880:Piperidines / Q000138:chemical synthesis*; D011725:Pyridines / Q000138:chemical synthesis*; D019275:Radiopharmaceuticals / Q000138:chemical synthesis; D013450:Sulfones / Q000737:chemistry
chemical_list: D000577:Amides; D019440:Anti-Obesity Agents; D002219:Carbamates; D002250:Carbon Radioisotopes; D007202:Indicators and Reagents; D010880:Piperidines; D011725:Pyridines; D019275:Radiopharmaceuticals; D013450:Sulfones; C083287:Ro 23-7637