Reactions of Enmein-type Compounds with Lead Tetraacetate Iodine under Irradiation

Enantioselective aziridination of alkenes with N-aminophthalimide in the presence of lead tetraacetate-mediated chiral ligand.

[reaction: see text] Reaction of various N-enoyl oxazolidinones 5a-f with N-aminophthalimide and lead tetraacetate in the presence of camphor-derived chiral ligands provides the desired N-phthalimidoaziridines 6a-f in good to high enantiomeric excess (67-95% ee) at 0 degrees C within 15 min. The absolute stereochemistry of the corresponding aziridine derivatives was established by chemical corr...

Reactions of iodine-nitrene reagents with boranes.

Reactions of the boranes (C6F5)2BR (R = C6F5, Ph, H) with the nitrene-iodine reagents XC6H4SO2N=IPh, X = Me, Cl and MeSO2N=IPh effect the insertion of nitrene into the B–C and B–H bonds affording the species (C6F5)2BN(SO2C6H4X)R (X = Me, R = C6F5 1, Ph 3, H, 4, X = Cl, 5, X = NO2, 7) and (C6F5)2BN(SO2Me)H 6).

Lead and Lead Compounds

Synthesis and New Synthetic Utility of some (Hetero)aryl Azido Compounds under Thermal and Ultrasonic Irradiation

Some aryl and heteroaryl azido compounds were synthesized from the reaction of corresponding fluoro and chloro compounds with sodium azide in DMF as solvent and under various reaction conditions especially ultrasonic irradiation. Reaction of aromatic and heteroaromatic azido compound with thioacetic acid in the presence of sodium hydrogen carbonate and in methanol as solvent led to the differen...

Microwave Irradiation Promoted Reactions of Orthoesters with Carboxylic Acid Hydrazides. Preparation of 1,3,4-Oxadiazoles

Rapid and highly efficient synthesis of 2- or 2,5-substituted 1,3,4-oxadiazoles by the condensation of aryl carboxylic acid hydrazides and orthoesters can be achieved under microwave irradiation using an unmodified commercial over in unsealed vessels.