124994-14-5Relevant articles and documents
Investigations in the transition metal catalyzed aziridination of olefins, amination, and other insertion reactions with Bromamine-T as the source of nitrene
Chanda,Vyas,Bedekar
, p. 30 - 34 (2001)
Investigations into the transition metal catalyzed aziridination of olefins with Bromamine-T as a new source of nitrene is presented in this account. Comparison of Chloramine-T and Bromamine-T in this reaction indicates that the latter is superior as the source of nitrene. Systematic study with several transition metal based catalysts suggests that Cu-halides are the best catalysts. A first report of aziridination under microwave and ultrasound irradiation conditions is also presented. Copper-catalyzed aziridination of methyl cinnamate with Bromamine-T did not proceed at ambient temperature but was effected smoothly under ultrasound irradiation to furnish trans-aziridine selectively, while under microwave irradiation, a mixture of cis and trans isomers, was obtained. It has been demonstrated that aziridination of olefins proceeds smoothly with inexpensive bleaching powder. Preliminary results of Rh-catalyzed benzylic insertion reactions with Bromamine-T are included in this account.
Application of the Evans aziridination procedure to 2-substituted acrylates and cinnamates: An expedient route to α-substituted α- and β- amino acids
Dauban, Philippe,Dodd, Robert H.
, p. 5739 - 5742 (2007/10/03)
Reaction of the title compounds with PhI = NSO2Ar (Ar = p-tolyl or p- nitrophenyl) in the presence of catalytic copper (II) triflate in acetonitrile gave the corresponding 2 and/or 3-substituted aziridine-2- carboxylates in generally good yield