O-Arenesulfonyl-N-alkylhydroxylamines as aminating reagents.

Conversion of tetrahydro-γ-carbolines into hexahydro[1,2]diazepino[5,4-b]indoles via ylide intermediates. X-Ray crystal structure determination of 9-bromo-2,3-dimethyl-1,2,3,4,5,6-hexahydro[1,2]diazepino[5,4-b]indole

“…General Procedure for the Preparation of ' 1,2,3,4,5,2]diazepino [5,4-b]indofes (3a-f).-A mixture of a toluenesulphonate (2) (1 mmol) and potassium carbonate (276 mg, 2 mmol) in ethanol (10 ml) was refluxed for 2 h. The reaction mixture was concentrated under reduced pressure and methylene dichloride (10 ml) was added. The methylene dichloride solution was washed with water, dried (MgS04), and concentrated.…”

“…(CHCI,) 3 500 cm-'; I , , (EtOH) 229,28lsh, 288, and 299 nm (log E 4.19, 3.61, 3.62, and 3.55); 6 (CDCl,) 2.40 (6 H,s,2.52(3 H,s,NCH3),m,4.09 (2 H,s,m,ArH) 4.04, 3.31, 3.36, and 3.30); 6 (CDCI,) 2.40 and 2.53 (each 3 H, s, NCH3), 2. 7-3.3 (4 H, m, 4-and 5-H2), 4.05 (2 H, s, 1-H2), 7.08 (2 H,br,7.45 (1 H,br,and 7.8 (1 H,br s,NH);2,3,4,5,2]diazepin0 [5,4-b] 362(9) 1.527(9) 1.5 1 0(9) 1.442 (9) Crystallographic numbering scheme used for Tables 1-3.…”

Direct Access to N-Alkylsulfoximines from Sulfides by a Sequential Imidation/Oxidation Procedure

“…To the best of our knowledge, there is only a single report on the direct sulfide-to-N-methylsulfoximine conversion. 15 It involves sulfide imidation with N-methyl-O-mesitylsulfonylhydroxylamine (9) 16,17 leading to sulfonium arylsulfonates 10 and subsequent oxidation of 10 with m-CPBA to N-methylsulfoximines 7 (Scheme 1, c). Unfortunately, only four products with a rather specific substitution pattern [derived from 2-(alkylthio)pyridines] have been prepared in this manner, and the yields were unsatisfying (38% over two steps at best).…”

Transformation of hydroxylamide into hydrazide units in the coordination spheres of group 4 metals

“…6 Another ionic transformation based on nucleophilic substitution is the reaction of hydroxylamine-O-toylates with amines. 7 A new approach would be the conversion of single-bonded N-O into N-N functions in the coordination sphere of a metal ion. We have observed such reactions now, when we tried to introduce O-silylated hydroxylamines with cyclopentadienyl-substituents at silicon as ligands into titanium and zirconium chemistry employing their tetraamides as reagents.…”