1034-11-3Relevant articles and documents
Oxidation of N-benzyl aziridine by molecular iodine: Competition of electron transfer and heterolytic pathways
Caproiu, Miron,Florea, Cristina,Galli, Carlo,Petride, Aurica,Petride, Horia
, p. 1037 - 1043 (2000)
Excess N-benzyl aziridine (1) reacts with I2 to afford dimer 2, tetramer 3, benzaldehyde (4), and iodoamine 5. The reaction is interpreted as occurring by both electron transfer (ET) and heterolytic mechanisms. An ET mechanism is substantiated
1,4-Dibenzylpiperazines possess anticocaine activity
Foster, Abby,Wu, Huifang,Chen, Weibin,Williams, Wanda,Bowen, Wayne D.,Matsumoto, Rae R.,Coop, Andrew
, p. 749 - 751 (2003)
N,N-Dibenzylpiperazines have high affinity for sigma receptors, and we aimed to increase their anticocaine activity by introducing substituents known to enhance such activity in other sigma ligands. Ligands with high affinity for sigma-1 receptors resulte
Nickel-Catalyzed Regio- And Stereospecific C-H Coupling of Benzamides with Aziridines
Hirano, Koji,Miura, Masahiro,Xu, Shibo
, p. 5471 - 5475 (2021/07/26)
A nickel-catalyzed C-H coupling of 8-aminoquinoline-derived benzamides with aryl- and alkyl-substituted aziridines has been disclosed. The current strategy provides direct access to benzolactams by the C-H alkylation-intramolecular amidation cascade event with the concomitant removal of the aminoquinoline auxiliary. The regioselectivity of ring opening of aziridines can be controlled by the substituents. The reaction with chiral aziridines proceeds with inversion of configuration, thus suggesting an SN2-type nucleophilic ring-opening pathway.
A hydrogen borrowing annulation strategy for the stereocontrolled synthesis of saturated aza-heterocycles
Armstrong, Roly J.,Chamberlain, Anna E. R.,Donohoe, Timothy J.,Paterson, Kieran J.,Twin, Heather C.
supporting information, p. 3563 - 3566 (2020/04/03)
An iridium catalyzed method for the synthesis of saturated aza-heterocycles from amines and diols is reported. A wide range of substituted heterocycles can be obtained using this approach including products bearing substituents at the C2, C3 and C4 positions. Employing water as the solvent, enantiopure diols could undergo annulation with minimal racemization, enabling the synthesis of valuable enantioenriched C3 and C4-substituted saturated aza-heterocycles.
RuO4-mediated oxidation of N-benzylated tertiary amines. Four- And three-membered azacycloalkanes as substrates
Florea, Cristina A.,H?rtopeanu, Anca,Stavarache, Cristina,Petride, Horia
, p. 294 - 307 (2018/11/26)
Similarly to N-benzylpiperidine and -pyrrolidine, N-benzylazetidine underwent RuO4-catalyzed oxidation by attack at both types of N-methylene C-H bonds: Endocyclic and exocyclic (benzylic). If the reaction is performed in the presence of cyanide, α-aminon