34592-92-2Relevant academic research and scientific papers
Electroreductive coupling of aliphatic amides. A useful method for the synthesis of α-amino ketones
Kashimura, Shigenori,Ishifune, Manabu,Murai, Yoshihiro,Murase, Hiroaki,Shimomura, Masatoshi,Shono, Tatsuya
, p. 6199 - 6202 (1998)
Electroreduction of aliphatic amides (RCONMe2) with Mg electrode in the presence of chlorotrimethylsilane (TMSCl) has been found to give the coupling products [R(TMSO)C=C(NMe2)R] and hydrolysis of the products affords the correspondi
Mechanism of the Stevens rearrangement of ammonium ylides
Maeda, Yasuhiro,Sato, Yoshiro
, p. 1491 - 1493 (2007/10/03)
Isomerization of trimethylammonium N-benzylide 2 failed to occur at room temperature in a non-basic medium (HMPA) or at -78°C in the presence of butyllithium in THF. However, N,N-dimethyl-1-phenylethylamine 4 (Stevens rearrangement product) was formed when the temperature of the latter reaction was raised to room temperature. The mechanism of the Stevens rearrangement is discussed.
Activation of Benzylic Amines Towards Regioselective Metallation by Borane Complex Formation
Ebden, Mark R.,Simpkins, Nigel S.,Fox, David N. A.
, p. 8697 - 8700 (2007/10/02)
Formation of borane complexes of N,N-dimethylbenzylamine 4 and N-methyltetrahydroisoquinoline 1 facilitates regioselective metallation of these systems using BuLi, giving benzylic anions which react with a range of electrophiles.
Electroreduction of Organic Compounds, 6. Electroreduction of N,N-Disubstituted Thioamides in the Presence of Electrophils
Voss, Juergen,Wiegand, Gabriele,Huelsmeyer, Karin
, p. 4806 - 4820 (2007/10/02)
Electron-uptake by the N,N-disubstituted thioamides 1-4 in aprotic medium and the behaviour of their radical anions depend substantially on the nature of the thioacyl group and the nitrogen substituents as shown by polarographic and cyclovoltammetric measurements. - Good yields of the α-amino thioethers 8-13 are obtained by preparative electroreduction in the presence of alkylating agents.The corresponding α-amino-silyl thioethers 23 are further reduced to α-(trimethylsilyl)benzylamines 24.In the presence of oxygen and ethyl halide S-ethyl thiobenzoate (27) is formed from 2a or c.
