- Photocatalytic and Chemoselective Transfer Hydrogenation of Diarylimines in Batch and Continuous Flow
-
A visible-light photocalytic method for the chemoselective transfer hydrogenation of imines in batch and continuous flow is described. The reaction utilizes Et3N as both hydrogen source and single-electron donor, enabling the selective reduction of imines derived from diarylketimines containing other reducible functional groups including nitriles, halides, esters, and ketones. The dual role of Et3N was confirmed by fluorescence quenching measurements, transient absorption spectroscopy, and deuterium-labeling studies. Continuous-flow processing facilitates straightforward scale-up of the reaction.
- Van As, Dean J.,Connell, Timothy U.,Brzozowski, Martin,Scully, Andrew D.,Polyzos, Anastasios
-
supporting information
p. 905 - 908
(2018/02/22)
-
- Oxidative deprotection of diphenylmethylamines
-
(formula presented) The diphenylmethyl amino protecting group can be efficiently removed by initial oxidation of the amine to an imine by 2,3-dichloro-5,6-dicyanobenzoquinone. The resulting imine can then be easily hydrolyzed under mildly acidic conditions. This method is particularly well suited for the preparation of α-amino phosphinates and α-amino phosphonates.
- Sampson, Peter B.,Honek, John F.
-
p. 1395 - 1397
(2008/02/09)
-
- Efficient transamination under mild conditions: Preparation of primary amine derivatives from carbonyl compounds via imine isomerization with catalytic amounts of potassium tert-butoxide
-
1,3-Prototropic rearrangement of N-diphenylmethanimines was successfully performed with a catalytic amount of potassium tert-butoxide. This procedure can also be used with aliphatic and aromatic aldimines and was extended to the isomerization of (1R)-camphorquinone monoimine and N-(4-methoxyphenyl)-4-phenyl-3-iminoazetidin-2-one. The isomerized imines were easily hydrolyzed and isolated as Cbz derivatives.
- Cainelli, Gianfranco,Giacomini, Daria,Trerè, Alessandra,Boyl, Pietro Pilo
-
p. 5134 - 5139
(2007/10/03)
-